TRANSACTIONS ON SCIENCE AND TECHNOLOGY (Malagangai) cellulose,are hemicellulose and lignin form the pr compounds.lesser otheror compounds, gums 2011 Jones, & Shmulsky odour ha compounds Extractive which wood While, lignin. alic compounds, aromatic compounds, aliphatic extract (DCM) INTRODUCTION KEYWORDS: responsible tothe 2 acids, and melagangai P. tert MeO in detected compounds dimethylethyl) γ (21.8%),n cadalene werecompounds major the identifiedand werecompounds 29 extract,crude DCM methoxy zwageri E. zwageri E. from obtained fractionsMeOH extractandfromcrude DCM compositions of chromatographyGas respectively. rot, antifungal or Toxicity were out. carried were MeOH by in soluble extractives followed of activities DCM using extraction solvent Sequential extracts. MeOH activit antifungal assess from extracts crude (MeOH) methanol and (DCM)dichloromethane of amount pr the is durability wood high for reasons ABSTRACT and soluble Extractives from Toxicity of Dichloromethane and Methanol Transac I Receiv - muurolene. There were 76 compounds identified in MeOH extract of extract MeOH in identified compounds 76 were There muurolene. - butylphenol P. melagangai P. Since Since Antifungal Trametes versicolor Trametes tions on Science and Technology , ed ,

-

- 4

at ais rsn cd, and acids, resin acids, fatty 28 28 August 2018 6 is a semi a is - at, nlmaiiy txct, est, cnmc au ad atr ue (ei 1997 (Negi, uses factory and value economic density, toxicity, inflammability, taste, - di

Potoxylon melagangai

(2 (8 n t and -

ter of durability Natural - .37%) was higher than higher was .37%) uieoyo zwageri Eusideroxylon -

propenyl) melagangai P. ; Potoxylon melagangai; 1,1,3,3 include

-

and diisooctyl phthalate were the major compounds. major the were phthalate diisooctyl and butylphenol,hexadecanoate, methyl methyl o nld achl, eoe, abxlc cd, hnl, abhdae ad at acids. fatty and carbohydrates phenols, acids, carboxylic ketones, alcohols, include r vr drbe ibr de o hi xrnos usacs tu i i iprat to important is it thus substances, extraneous their to due timbers durable very are e ao cmons were compounds major he MeOH naturaldurability of

were toxic to toxic were opud i wo cn e xrce uig different using extracted be can wood in compounds - II Revised polar solvent that can extract semi extract can that solvent polar - ermtydslxn, ehl caoaot, t octacosanoate, methyl tetramethyldisiloxane,

γ

- 1,3 - ies muurolen ,

is a polar solvent, it usually used to extract pola extract to used usually it solvent, polar a is Gloeophyllum trabeum Gloeophyllum - y benzodioxole,

H extract from extract H 21 September 2018 f C ad eH xrcs n t and extracts MeOH and DCM of (3.30%) was higher than that of that than higher was (3.30%)

; Vol. Vol. ve significant impact on properties of wood which are durabilityare which wood of properties on significantimpact ve Rastaon Trametes versicolor Trametes Eusideroxylon zwageriEusideroxylon 6 DCM e, , No. P. melagangai P. heneicosane and tetratetracontane. and heneicosane E. zwageri – 1

- mass spectrometry techniques were used to identify the chemical constitue chemical the identify to used were techniquesspectrometry mass

2 and , ejm & Binnend & Teijsm. 8 esence of extractives. of esence 6 Ta, 2016 Tuah, & 4,11,11

II Accepted P. melagangai, P. - MeOH

9 Advances in Science and Technology 2019 terpenes. 4 1,2,3 , 201

and In addition, 97 addition,In Faculty of Resource Science and Technology, Universiti Malaysia Sarawak, 94300 Kota Sam 9 and -

trimethyl - were determined using agar dilution m dilution agar using determined were (4.81%). trimethoxy

, 21 September 2018 #Corresponding author. P. melagangai Ismail Jusoh Gloeophyllum trabeumGloeophyllum Chaetomium globosum Chaetomium and hy r casfe a peoi, lpai, alicyclic aliphatic, phenolic, as classified are They

). 1, - imary imary substances of wood (Smith

8 There were 46 compounds detected in detected compounds 46 were There melagangai Potoxylon

ctadeconate, γ E. zwageriE. 3 extractives E. zwageri E. - od extractive Wood - methylene - Eusideroxylon zwageri 5 bis(1,1

- - The objectives of this study were firstly to determine the determine to firstly were study this of objectives The idy o dniy h ceia cnttet o DM and DCM of constituents chemical the identify to hirdly polar compounds. polar [(1E) (Belian) -

II 99% of overof 99% extractives. heartwood Online ci cmons non compounds, yclic Compounds that were found in both in found were that Compounds - - taercnae n mty eadt. u o 40 of Out elaidate. methyl and etratetracontane Email: 1 dimethylethyl)

- ; E. zwageri E.

and

rpnlbnee (16.8%), propenyl]benzene - (0.60%). Crude extracts of MeOH extracted from extracted MeOH of extracts Crude (0.60%). MeOH and DCM crude extracts from extracts crude DCM and MeOH # antifungal activities bicyclo , Sim Shiang Ping Shiang , Sim 28 28 April 2019 [email protected] -

muurolene, P.melagangai and and

E. zwageri E. representing white representing

[7.2.0]undec Chaetomium globosumChaetomium include s -

dry wood substances by weightsubstancesby dry wood are known to be very high. One of the of One high. very be to known are and the major ones were ones major the and

ooyo melagangai Potoxylon I - I 1,1,3,3 © Transactions on Science and Technology r chemical compounds from compounds chemical r Basically  solvents and - ethod. The selected fungi used fungi selected The ethod. cadinol and myristicinandmight be cadinol . The total DCM crude extractscrudeDCMThetotal . - ; ; -

tetramethyldisiloxane Tel: +6082

γ 4 P. melagangai P. waxes, - - s muurolene; myristic n. For ene. - oi plmr and polymers ionic -

rot, brown rot, Dichloromethane . D DCM crude extract of extract crude DCM

- cadina et al , 582990; Fax +6082 CM

- Zaini Assim Zaini dotriacontaneand tannins . . Hexanedeconic . melagangai P. E. zwageri E. , -

solvent can solvent - 2003). - 3,9 , rot and soft and rot

,

secondly to secondly

1,3 strength, E. zwageri E. Kosterm - in, 4 diene, resin , - , bis(1,1 and nts in 2,4

- 583160

arahan

and - di

I s

- - - - ;

TRANSACTIONS ON SCIENCE AND TECHNOLOGY the weightthe ofsolidify crude extract divided byweight of wood meal All DCM flask. bottom round an weighed another into collected was DCM extract containing funnel separator the into added was the days, liter two in immersed was meal wood of melagangai Solis by described procedure Extraction of weeks ground of Preparat METHODOLOGY MeOH extracts from and DCM of constituents chemical the identify to Thirdly, extracts. MeOH and DCM of properties from extracts crude compounds chemical the on informationmelagangai limited are there Currently yello be can extractive of heartwood extractivevariesfromsolvent the that 1992; Morrell, & (Zabel Sang activity 2 can It locality. and the of conditions,age growth 1989 Wegener, and (Fengel sapwood component provide to important only cosmetic industries. not extractives prese wood wood for natural treatment alternative as extractives wood of development potential The environment. and human to harmless usually are they product natural as are, wood n using of advantages The preservatives. wood as used currently environmentalthese of discovery n Chemical heartwood compound the identify - trl od rsraie a efcie elcmn hs and neet f ay eerhs The researches. many of interest gained has replacement effective as preservatives wood atural 10% of dry wood weight wooddry of 10% P dried . wood of Extraction of samples Wood compounds. chemical of kinds different of consists extractive Wood

et al. et melagangai and and before storing

ion ofion have y sn a rne t poue od meal. wood produce to grinder a using by - crude extracts were crudeextracts DCM , 2017; Latiff 2017; , ae peevtvs ed o nme o evrnetl ocrs tu te oeta of potential the thus concerns, environmental of number a to lead preservatives based . s MeOH wood meals were extracted

d evaporated into dryness using dryness into evaporated d The objectives of this study were firstly to determine the determine to firstly were study this of objectives The . and and Wood M

Wood S Wood been demonstrated ( demonstrated been urnl ceia wo peevtvs r ue t tet non treat to used are preservatives wood chemical Currently

obtained -

soluble represents a otie fo Lmag Sarawak. Limbang, from obtained was

extract

eal amples

E. zwageri in closed container. E

et al. et

. from extract w extract rsosbe o te ea rssac in resistance decay the for responsible s Schultz & Nicholas, 2000; Nicholas, & Schultz

zwageri s w, red and brown and brown and red w, . The extraction The . meal .

a The , 201 , Jusoh

E small weighed. The amount of amount The weighed.

. t al et and and

zwageri roles of he roles

7 et et al. a crid u uig ovn etato mto acrig to according method extraction solvent using out carried was was obtained from Kakus, Bintulu, Sarawak. While, wood samples wood While, Sarawak. Bintulu, Kakus, from obtained was - as drained and colle and drained as ) friendly compounds may replace the role of toxic chemical, whichchemical, toxic of role the replace may compoundsfriendly . Ismail & Ipor, 2004; Singh & Singh 2012; Kirker Kirker 2012; Singh & Singh 2004; Ipor, & Ismail

. , Wood with high amount of extractive is more resistant to resistant more is extractive of amount high with Wood P. melagangai fraction in wood in fraction

201 20) ih lgt modificatio slight with (2004) ; Advances in Science and Technology 2019 vto idsr bt lo a b ueu fr hrpui and therapeutic for useful be may also but industry rvation Sjostrom, 1993). Sjostrom, 9 sequentially .

and Transactions on Science and Technology.

DCM s artwoodnaturalfor durabilityextractives

using P

vacuum rotary evaporator at 35 at evaporator rotary vacuum .

melagangai

in separator funnel in room temperature. After three After temperature. room in funnel separator in

heartwood

is colourless, to which they impart colour to wood. to colour impart they which to colourless, DCM Ismail & Ipor, 2004 Ipor, & Ismail

using using used for extraction(Gierlinger, The2003). colour .

contain h wo The Heartwood has higher extract higher has Heartwood cted into a round flask. Subsequently, flask. round a into cted

The dried

and and -

xrce wo ma. The meal. wood extracted DCM heartwood Heartwood amount s h solvent The

. MeOH crude extractcrude d el wr te air then were meals od up to 40% but normally range betweenrange normally but40% to up

followed by

6 atural wood preservatives to treat to preservatives wood atural ( 1

- n of extractive extractive of 2

expressed expressed as percentag ), s were s

. 8 . . zwageri E.

samples

6 Secondly, t Secondly, ). amount of DCM and MeOH and DCM of amount

uieoyo zwageri Eusideroxylon -

9 containing s The 4 It is a non a is It

repeated two repeated was deter was MeOH o

C quantity

f oh species both of to obtain pure crude pure obtain to varies with varies E and o assess antifungalassesso - . ual timbers. durable . totalof1300A g

- et al et ives compare to compare ives structural wood structural mined based on based mined and antioxidantand zwageri - MeOH

re fr four for dried extract . melagangai P. of extractable of

., 2013 ., more times. more

es.

-

species, s soluble and MeOH and

; Vu ;

decay were were

n P P 87 - . .

TRANSACTIONS ON SCIENCE AND TECHNOLOGY respectively. The mass spectra were obtained were spectra mass The respectively. 6 rate ramp at splitlessT injectedon mode. was (GC spectrometer mass plus Gas Chromatograph Chromatograph MeOH chromatography the with inc eluted was on extract crude The gel. purified silica g 100 was with packed length) cm extract 45 x i.d crude cm (4.0 column Methanol (2011). Alet to according process diluted with 200 uL of dichloromethane. chromatography gas to Prior analysis. ni gentle under dryness to evaporated ml 10 a to transferdichloromethane and ml 5 2 with redissolved were fractions The evaporator. vacuum rotary using dryness near to evaporated dichloromethane ml 40 with eluted was F3 Finally, ml 20 with fractions i collected All were into (F3). fractionated compounds then polar and and column (F2) the hydrocarbons of aromatic top (F1), the hydrocarbons aliphatic on placed was hexane) ml 1 in mg (30 extracts 70 of g Buco extract. Column Chromatography F extract (cm) and Db is [(D = AI%following; the by calculated was inhibition % as expressed (AI) index antifungaland measured index reache fungi Antifungal mycelium daily. measured was diameter cultures The days. at dark in incubated and dishes Petri the of centre the onto respective rot, soft and versicolor Trametes triplicate. only 5 10, 25, 50, 5 agarth (MEA) when malt extract and DCM in dissolved were Yen by described Antifungal A and 2.5 mg/mL. Methanol crude extracts were mixed with MEA to be to MEA with mixed were extracts crude Methanol mg/mL. 2.5 and esn plrt slet system. solvent polarity reasing G crude The out carried was Fractionation were(FRIM) Malaysia Institute Research Forest from obtained study this in used strains Fungal procedure to according method dilution agar the using evaluated were assays Antifungal b et al et DCM

as chromatographic analyses of the samples were carried out on model Shimadzu (QP 2010) (QP Shimadzu model on out carried were samples the of analyses chromatographic as – –

crude extract. Fractions of 25 mL each was collected in test tube then were subjected to subjected were then tube test in collected was each mL 25 of Fractions extract. crude 230 mesh silica gel and deactivated with 5 % deactivatedandwith5 gel mesh silica 230 The fractionation of crude fractionationof The

Da)/D

.,

n (2004)

and 2.5 mg/mL. The mixtures were poured into 9 cm Petri dish. Agar media mixed withmixed media Agar dish. Petri cm 9 into poured were mixtures mg/mL.The 2.5 and ssay and - hexane o b C MeOH ] x 10 x ] n pear n -

/min. Temperature for injector and interface were maintained at 280 at maintained were interface and injector for Temperature /min. Mass Spectrometry

MeOH , with slight modification slight with et al et -

Mass Spectrometry (GC Gloeophylum trabeum Gloeophylum – 0, where where 0, dichloromethane (90:10; v/v) and 40 ml40 dichloromethane and v/v) (90:10; . -

the the ly. Fungal plugs from from plugs Fungal ly. shaped flasks. F1 was eluted with 30 ml 30 with eluted was F1 flasks. shaped extract was subjected to silica gel column chro column gel silica to subjected was extract (2008) and Chang and (2008) d the edges of control dishes. T dishes. control of edges the d

ractionation ee sd s negative as used were mean diameter ofgrowth zone in control dish (cm). Jusoh - MS) fitted with BPX with fitted MS) MeOH Da is Da

et et al. he GC oven wasmaintainedat GC he e agar was still in liquidstillagar form in was e DCM

, o eue ubr opeiy f opud peet n cr in present compounds of complexity number reduce to

201 analysis.

ttl f 0 m fr ah ovn wr ue t fractionate to used were solvent each for mL 100 of total A th Advances in Science and Technology 2019 separately. Solution of DCM extract was added into sterilized into added was extract DCM of Solution separately. 9 . e

rgn tem n wr soe i dr pae utl further until places dark in stored were and stream trogen

Transactions on Science and Technology.

and - extract was performed according to procedure describedbyprocedure accordingperformedto was extract

as pcrmty (GC spectrometry mass - mean diameter of growth zone in experimental dish with dish experimental in zone growth of diameter mean e MS) Analysis s t al t . The glass column (30 cm (30 column glass The . Chaetomium globosum Chaetomium - the edge of actively growing cultures were transferred were cultures growing actively of edge the .

by capacity vial using Pasteur pipette. The fractions werefractions The pipette. Pasteur using vial capacity

( 1999, 2000) with slight modifications. Crude extract Crude modifications. slight with 2000) 1999, scanning at range of 35 to 450 a.m.u at the rate of 2 of rate the at a.m.u 450 to 35 of range at scanning

- oto. niugl as Antifungal control. 5 capillary column. Approximately, 1 Approximately, column. capillary 5

of distilled water. An aliquot of the DCM crudeDCM the aliquotof An water.distilled of – ehnl 8:0 vv. Al v/v). (80:20; methanol

he diameter in all experimental dishes was dishes experimental all in diameter he n 27

- to yield the fi yieldthe to

hexane o 50 C

n 6 -

( - S aayi, h fatos were fractions the analysis, MS) o representing white rot, brown rot brown rot, white representing 1

hexane (F1), while F2 was eluted was F2 while (F1), hexane C - and 70 and 2 ),

for 2 minutes, ramped to 280 to minutes, ramped 2 for 8 × – es 6 matography for fractionation for matography

dichloromethanev/v). (80:20; - 1 cm i.d.) was packed with 8 with packed was i.d.) cm 1

9

come concentrations of 150, of concentrations come 4 w as ee are ot in out carried were says

% relative humidity for 7 7 for humidity relative % r cluae we the when calculated ere nal concentrationsnal of 10

te rcin were fractions the l o C

and 300 and

L sample L

Gas ude

o o C C 88 s - , ,

TRANSACTIONS ON SCIENCE AND TECHNOLOGY Chaetomium globosum of extract g Chaetomium Methanolof extract increase of growth Chaetomium globosum the inhibit that compounds antifungal t higher zwageri versicolor Trametes respectively melagangai 2 (Table respectively DCM globosum Chaetomium glChaetomium crude on However, ability inhibitory higher has to compare higher versicolor, T. heartwoods Antifungal Activities of DCM and locality (Fengel and Wegener, 1989; Negi, 1997; Gierlinger, 2003). extractives zwageri th showed study This MeOH for % 3.30 and Crud RESULT analysis with those Spectral Library in the datasystem. compou The scan/min. Antifungal index increaseindex Antifungal from obtained extracts crude of activities antifungal of results The in results The e Dichloromethane and Methanol E

Table 1:

rd etat eodd niugl ne against index antifungal recorded extract crude

extract and he antif he s and and S

E. zwageri (

al 3 Table AND DISCUSSIONAND is ae oe atfna idx against index antifungal lower have

. Thus, . P. melagangai P. are shown in Table in shown are G. trabeumG. Potoxylon melagangai Eusideroxylon zwageri Wood meal sample (g)

. melagangai P. lobosum influenced by several species, growth conditions, age of the tree (Gierling tree the of age conditions, growth species, several by influenced obosum.

Percentage of crude of ungal index ungal E. zwageri E.

E. zwageri E. DCM . t h cnetain f 0 gm, h an the mg/mL, 10 of concentration the At ). than Table 1 Table E. zwageri E. DCM E. zwageri and ). ). .

and

and than Thus, this means that crudemeansthat Thus,this at However

nds were identified by comparing the mass spectrum of obtained from the from obtained of spectrum mass the comparing by identified were nds and

Gloeophyllum trabeum Gloeophyllum P. melagangaiP. of

MeOH

Gloeophyllum trabeum crude extracts of extracts crude

able to inhibit fungal grow. The higher concentration of crude extract, the extract, crude of concentration higher The grow. fungal inhibit to able Gloeophyllum trabeum Gloeophyllum

and show that total amount of cr of amount total that show P. melagangai. P. oti mr plr xrcs hn semi than extracts polar more contain C. globosumC. . These suggest that suggest These . . zwageri E. Jusoh was more than that of that than more was

(Table 2). (Table s and

P. melagangai P. s

as the concentration of concentration the as

, at the same concentration, same the at , MeOH

et et al. xrc cnanmr xrcie than extractive more contain extract

2

P. melagangai and 3 and

DCM rmts versicolor Trametes ,

201 xtractives Advances in Science and Technology 2019

have the ability to resistdecayabilitythe woodhave 9 l Crudel Extracts of E.zwageri andP. melagangai

. .

Transactions on Science and Technology. ae ihr niugl ne than index antifungal higher have . Theextract . Methanol Dichloromethane Methanol Dichlorometh Solvent (L) A This indicates that indicates This

and Concentration of 2.5 mg/mL 2.5 of Concentration ntifungalof index E. zwager E. , respectively. , and MeOH

.

at 50 mg/mL. The results suggest that suggest results The mg/mL. 50 at markedly DCM

Chaetomium globosum. Chaetomium heoim globosum Chaetomium DCM

P. melagangai P. s

i extract from

rmts esclr Goohlu trabeum Gloeophyllum versicolor, Trametes

and showed the inhibition effects on the growth the on inhibitioneffects showedthe ane

MeOH soluble extra soluble and

of ude extract isolated with isolated extract ude

inhibitedgrowththeof

P. melagangai P. E. zwageriE. Results DCM lepylm trabeum Gloeophyllum DCM DCM rmts versicolor Trametes

extract of extract

iugl ne ws oe hn 70 than more was index tifungal

6 E. zwageri

( soluble extract from extract soluble at 8.37% and 4.81%, respectively. 4.81%, and 8.37% at 1 crude extract of crude extract

crude extract crude - Crude extract (%) also showed also 2 - cts of these two species contain species two these of cts ), oa etat. h aon of amount The extracts. polar has higher inhibitory ability onabilityinhibitoryhigher has 8 6 DCM

-

E. zwageri E.

9 C were more effective against effective more were hc were which E. zwageri and zwageri E. E 4

rude extract of extract rude . 4.81 3.30 8.37 0.61

due to due zwageri

and

hc sget that suggests which

. melagangai P.

P. melagangai. of o that amount of the of amount that

Trametesversicolor Trametesversicolor 57 f

and DCM P. melagangaiP. and E. zwageri E.

than

36 % MeOH P. melagangai P.

P. melagangai P. P. melagangai P. P er, 2003) and 2003) er, ad 34 and %

were 0.61 were .

zwageri E. DCM melagangai n 74 and

against and and

crude

of

was and %, %, % %. of E. P. E. % 89 , . , ,

TRANSACTIONS ON SCIENCE AND TECHNOLOGY 2005). cedar both in (Vukovic 4.91% with antifu as well as of oil Essential cada were dotriacontan detected compound percentage Escherichia coli, Bacillus subtilis anisum Clausena Fang pest lepidopterous as known also 10.2 benzodiox composition 16.8% of composition zwageri time. retention increasing to according arranged 4 Table in listed are DCM in detected composition relative their and compounds Chemical MeOH*Negativemixed only control,with agar P. melaganga Table 3 DCMonly*Negativemixed control,with agar P. melagangai Table 2. Concentration Concentration % and 7.9 and % (mg/mL (mg/mL For For in identified were compounds 46 of total A et al et

( 1 2.5 2.5 10 50 25 10 , rpoei japonica Cryptomeria 0* 0* . 5 5 5

E. zwageriE.

Antifungal index ofdifferent Antifungal 0 . melagangai P. C

. (2011) .

1,2,3 ole onstituents and ) ) i

and e

of 11.9%. of against against %, respectively. The compound The respectively. %, -

and t Teucrium montanum Teucrium r myristicin - ngal effect and one and effect ngal imethox olenas

stated that stated and E. zwageri E. zwageri

 index ofdifferent DCM crude extract concentrations from - 4,11,11 T. versicolor, T. versicolor, muurolene 79 66 57 93 92 90 83 81 64 et al et 0 1

P. melagangai,P. This .

The third and fourth major compounds were compounds major fourth and third The . C cue xrc, hr wr 2 cmons eetd and detected compounds 29 were there extract, crude DCM

T. versicolor T. versicolor y C Compound ., 2007). .,

- Spilarctia obliqua Spilarctia ompositio 5 eogn t ail gop a efcety ild fou killed efficiently can group apiole to belonging )

-

trimethyl -

Jusoh myristicin [(1E) heartwood oaie i hd tog niioy fet against effect inhibitory strong had oil volatile

P. melagangai P. melagangai and

et et al.

ih h cmoiin f 09 ad 10.8 and 10.9% of composition the with G. trabeum G. trabeum -

1 The sesquiterpenes hydrocarbon sesquiterpenes The Bacillus cereus 93 93 93 83 77 46 80 79 74

- , ns

0 1

rpnlbnee recorded propenyl]benzene 201 contains chemical composition that has antibacteri has that composition chemical contains was one of the major compoundsinmajor the of one was of the compounds detected from the essential oil was cadalene was oil essential the from detected compounds the of

Advances in Science and Technology 2019

-

methanol 8 DCM 9 c

- . was the major composition in volatile oil from the nutlets of nutlets the from oil volatile in composition major the was

adina Transactions on Science and Technology. methylene ht possesses that

after 24 hours (Srivastava hours 24 after

E and and and E. zwageri - xtracts E. zwageri 3,9 , ee ih opsto of composition with lene

4 crude extract concentrations from . - 93 93 90 45 32 93

C. globosum. C. globosum. - 77 57 42 0 methoxy 0 diene

-

bicyclo of G. G. Trabeum C cue xrc of extract crude DCM G. t G.

E

. xeln atfna activities antifungal excellent rabeum

a te eod ao cmon with compound major second the was zwageri andP P. melagangai P. melagangai - [7.2.0]undec 6 -

(2 extracts of extracts -

93 81 79 45 32 93

93 60 50 propenyl) 0 2

6

( 1 - 2 h hget com highest the compound, ),

8 .

et al et 4

- 6

4

melagangai - -

n C cueetat of extract crude DCM In methoxy - 9 E. zwageri E. the ess the ene 4 -

E. zwageri 1,3 E. zwag ., 2001). A study done by done study A 2001). ., % 18 floe by followed 21.8% rsetvl (al 4). (Table respectively ,

-

93 92 90 71 56 93 . zwageri. E. benzodioxole which is which benzodioxole 80 52 36 1 ih opsto of composition with E. zwageri 1 tpyoocs aureus, Staphylococcus

ential oil of Japaneseof oil ential

 t isa lra of larvae instar rth - eri C. globosumC. - C. globosumC.

6 muurolene, found muurolene, E. zwageri - and

(2 -

propenyl)

(Cheng P. melagangai on with pound

P. melagangai P. melagangai P. al

and h highest the

T properties e major he

93 93 82 73 56 49

and 73 48 34 1

1

t al et -

1,3 n E. 90

. - -

,

TRANSACTIONS ON SCIENCE AND TECHNOLOGY of acid hexanedecanoic tetratetracontane, include quantities compou significant Other diisooctyl phthalate zwageri was and Table both 4 Table t 5). (Table (43.5%) in detected Chemical Constituents and Compositions etratetracon Other compounds Methyl octacosanoate Tetratetracontane Diisooctyl phthalate Methyl elaidate 1 Methyl hexadecanoate 2,4 Tert 1,3 Other compounds com 4 1,2,3 n Cadalene  Cadina  Cadina 1  4,11,11 ------muurolene Crinum ornatum Crinum Nonadecene methoxy methyl Dotriacontane calacorene Panasinsen - -

In In i identified compounds 76 were There P. melagangai di Bis(1,1 also - E. zwageri - butyl Trimethoxy - 5 melagangai P. tert - . Chemical constituents and compositions of compositions and constituents Chemical . - - Mjr hmcl osiuns n cmoiin o dclrmtae extracts dichloromethane of compositions and constituents chemical Major . trimethyl (41.5 1,3,5 3,9 - 1

4 - - - ,3 butylphenol

- - - [2 dimethylethyl 6 MeOH diene (5 - tane - - %)

- bis(1,1 triene (2

- oxyethoxy]dimethylsilane methyl

and - Te eod ao cmon was compound major second The .

propenyl)

- . -

(8.3%),

8 5

Methyl octacosanoate Methyl

- combine -

contain methylene extract P. melagangai [(1E) -

(14.1 dimethylethyl) MeOH -

Constituent 1

bine - Constituent methylene

- methyl elaidate ) % 1 - - - 1,1,3,3 1,3 d fud in found nds propenyl]benzene ) d d of large amount of amount large ,

extract Jusoh tert - - Benzodioxole E. zwageri E. bicyclo -

- . et et al. butyl tetramethyldisiloxane

- 4

, - , -

1,1,3,3 201 hexenyl)cyclohexene 40 compounds were detected. T detected. were compounds 40 [7.2.0]undec Advances in Science and Technology 2019 - MeOH 9

[2 .

Transactions on Science and Technology.

was (4.4%) and - was the second major compound with compound major second the was oxyethoxy]dimethylsilane . zwageri E. -

tetramethyldisilo (Myristicin)

MO etat of extract MeOH n tetratetracontane

Extracts from E.zwageri andP. melagangai 1,3 - - bis(1,1 4 - ene methyl hexadecanoate and methanol

2,4 - dimethylethyl)

Retention time , eicosane and heneicosane. and eicosane , . melagangai P. - d Retention time Retention i xane - (min) tert 43.2 41.1 35.8 29.8 28.0 26.9 19.4 16.1 10.3 (10.

- (min) extracts 36.5 22.9 20.6 19.8 19.7 19.6 19.4 18.8 17.6 41.0 40.1

-

. zwageri E. 6 -

butylphenol ih iia cmoiin s in as composition similar with 5 (

1 %), hexanedecanoic acid ( acid hexanedecanoic %), - 2

(3.5%)

), he major compounds identified compounds major he 8 6

-

- 1,1,3,3

identified 9 MeOH

4

(3.2%). and and E. zwageri E. zwageri E. .

- Peak area GCMSin 11.9 28.9 10.0 43.5 42.8 10.2 16.8

h mjr compound major The Peak area in GCMS GCMS area in Peak 1.0 7.1 2.3 7.9 8.3 1.7 4.4 3.2 tetramethyldisiloxane

(18.0 0 0 0 0 0 0 0 1

- xrcs ih small with extracts

n ( 10.0% followed by by followed 10.0% (

Relative %)

Relative %) Relative onadecene in both in ) olwd by followed %)

Oil from bulb from Oil P. melagangai P.

identified P. melagangai

E. zwageri E. 10.9 21.8 10.8 4.3 7.5 7.7 37 0 0 0 0 0 20.5 14.1 18 41.3

2.6 3.5

13.1%),

(2.6 0 0 0 0

.0

%).

E in

91 .

TRANSACTIONS ON SCIENCE AND TECHNOLOGY [3] [2] [1] REFERENCES rendered. This research was gratefully authors The ACKNOWLEDGEMENTS and  literature trabeum Gloeophyllum zwageri E. Gloeo of on observed was ability inhibitory by followed of growth globosum the inhibited mg/mL 10 was higher in CONCLUSION be found in HT cell, tumor (He property antitumor Compound durable. antifungalcompoundsstrongf the of one was melagangai In activity. inflammatory hexadecanoate (32%), methyl octadeconate (29 as used are Phthalate animals. ingredients laboratory in toxicity dermal and oral acute low showed had phthalate diisooctyl Besides, parts. and hoses automotive for compounds rubber manufacture Parvathavarthini, & (Uma compounds major the of extract heneicosane (13.1 - muurolene

Total Xavier P. melagangai phyllum trabeum. phyllum niugl opud o te niugl ciiy f aiae kltl eqiepnis from Comparis sesquiterpenoids (2000). skeletal H. Taiwania cadinane Y. of Kuo, activity & antifungal F., the P. of Chen, compounds L., antifungal C. Wu, Y., S. Wang, T., S. Chang, Chromatography A chromatography c in hydrocarbons aromatic P. Doumenq, M., Moragues, S., Buco, A (2011). B. F. Alet, gathis borneensis Dclrmtae cr Dichloromethane . , hexanedeconic acids, 2 acids, hexanedeconic , Temnopleurusalexandri

P. melagangai P. . and and Taiwania of insect repellents, assolvents E. zwageri t al et

, lepylm trabeum Gloeophyllum

 E. zwageriE. heartwood. -

- 29 colon adenocarcinoma (Changadenocarcinoma colon 29 cadinol and myristicinandcadinol . melagangai P. S (01 fud that found (2011) .

heartwo %), %)

cryptomerioides

 (brown rot) (brown

– in in DCM and This study had shown that shown had study This . MSc Thesis. , - as pcrmty A atraie o ovninl methods. conventional to alternative An spectrometry: mass

Chemical constituents an constituents Chemical aio bet nii tefna got t 100 at growth fungal the inhibit to able cadinol

1026 DCM extract was higher than higher was extract DCM . thanofthat cnweg Uiest Mlyi Sarawak Malaysia Universiti acknowledge

t al et These compounds were toxic tobrineshrimp (Oloyede ods. our Holzforshung,

, 223 funded byTun Zaidi grant Chair Jusoh .,

oti cmons ht r txc to toxic are that compounds contain study, methyl hexadecanoate can be found in found be can hexadecanoate methyl study,

1997).

d etat ae ihr niioy blt on ability inhibitory higher have extract ude et et al. had antibacterial activities that contain eicosane and heneicosaneas andcontaineicosane thatantibacterial activities had –

- and 4 229.

- MeOH , is an is an excellent species durable in Taiwan. naiae si b Cre on prlss ope t gas to coupled pyrolysis point Curie by soil ontaminated di and Kota Samarahan: 201 P.melagangai Advances in Science and Technology 2019 aycr villosum Caryocar - Compound Chaetomium globosum Chaetomium 9

ter might bemight .

rmts versicolor Trametes 54 Transactions on Science and Technology. heoim globosum Chaetomium rmts versicolor Trametes -

butylphenol, methyl hexadecanoate, methyl octadeconate,methyl hexadecanoate,methyl butylphenol, , 241 extract in lacquer and pesticides (Maag , ound in ound %) a or A, Mle G (04. nlss f polycyclic of Analysis (2004). G. Mille, & A., Noor, - from extractives and oils essential of activities biological d 245. responsible for the antifungal activitiesinantifungal the responsiblefor

s et al et . 2010). DCM

 A nd methylnd (E) with 0.4% 0.2%,and respectively.

- ntifungalindex revealedatconcentrationthat of aio ws on o e cie gis human against active be to found was cadinol

., 2000). In this study,this In 2000). ., Universiti M Taiwaina E. zwageri E.

-

possess soluble and soluble In Australia, diisooctyl phthalate is used to used is phthalate diisooctyl Australia, In ,

(soft rot). (soft lepylm trabeum Gloeophyllum olwd by followed F07/TZC/1594/2017. . As for for As .

cryptomerioides - , ao compou major

octadecanoate (29

6 however ( alaysia Sarawak. 1 - 2 ), MeOH

rmts versicolor Trametes 8 Based on GC on Based o te aiiis n services and facilities the for 6

MeOH -

9

4 ppm and it and ppm

heoim globosum Chaetomium et alet  E. zwageri E. - soluble extractives from extractives soluble

-

The chemical

cadinol compound cancompound cadinol both

that make it naturallyitmake that ., 2010

rd etat higher extract crude nds nds et al

rmts versicolor Trametes

- %) tha

E. zwageri E. and M

., 2010). Hexane namely

). ).

S analyses and analyses S also possesses also MeOH

Chaetomium wie rot), (white

t have anti

ora of Journal E. zwageri E. n f the of on 

- sd as used

cadinol methyl extract and

and P. 92 -

TRANSACTIONS ON SCIENCE AND TECHNOLOGY [23] [22] [21] [20] [19] [18] [17] [16] [15] [14] [13] [12] [11] [10] [9] [8] [7] [6] [5] [4]

Canadian Journal of Forest Research, durab natural of prediction Rapid (2003). Schwanninger, D., Jacques, N., Gierlinger, Gruyter. (1989). G. Wegener, & D., Fengel. 32. of Nutletsoil from volatilethe of activity (2011). P. F. Zhen, & J., L. Huang, X., S. Fang, Food Chemicstry, ( cedar Japanese of tissues different from oils essential of activity antifungal and composition Chemical (2005). T. S. Chang, & Y., H. Lin, S., S. Cheng, 487 ace ethyl the in components Antifungal (1999). H. Y. Kuo, & C., Y. Su, L., C. Wu, Y., S. Wang, T., S. Chang, rvsaa S, ut, . . Paaai V, rpti AK, Kmr S (2001 S. Kumar, & A.K., Tripathi, V., activity of Myristicin from Prajapati, M., M. Gupta, S., Srivastava, antifungal and Antibacterial (2004). M. Silva, & terpenes from J., Robledo, C., Flores, J., Becerra, C., Solis, John Wiley Sons Ltd.& E., Landis, I., Smith, A Sjostrom, E.(1993). Technology,and T Singh, West Sussex, UK: Wiley dual defensive function of the extractives. du Naturally (2000). D. D. Nicholas, & P., T. Schultz, macrocarpa Rastaon, N. Tuah,& P.M. (2016). Quantitative Analysis of Quercetin in Various Parts of 4 of oils essential the ofcytotoxicity and compositionChemical (2010). F. a. Shodia, & A., Oladosu,I. K., G. Oloyede, S.S.Negi, (1997). 2010. Danish Environmental Protection Agency. phthalates. selected to alternatives of assessment and Identification C. Lassen, J., Maag, of Parts Different Transaction on Science and Technology from Content Phytochemicals Marker Lati 53 species. wood of durable naturally role in The extractives (2010). S.H. Mikkelsen, & P.K. Lebow, U.K., Arango, A.B., Blodgett, G.T., Kirker, Research (CFFPR 2003). malagangai). (Potoxylon Malagangai J. Ismail, Bioactive (1997). L. J. McLaughlin,compounds from & F., J. Kozlowski, X., G. Zhao, G., Shi, L., Zheng, K., He, Shmulsky, R. Jones, & P.D. (2011). (3) cademic Press, Inc. – 58. - , 35 ff, N.A. ff, 490.

- 37. .

& Ipor, I. (2004 I. Ipor, & & Singh, A.P. (2012). A review of natural products as wood protectant. Wood Science Woodprotectant. wood as products naturalof review A (2012). A.P. Singh, &

(Scheff.) Boerl Extracts.

, Suan, C.L., Rashid, S.N.A. & & S.N.A. Rashid, C.L., Suan, , tate soluble fraction of the ex the of fractionsoluble tate Pigerodendron uviferum 53 Wood science and tech 46 Taiwania cryptomerioides , 614 , 851 Wood Chemistry: Fundamentals and Applications

ornatum Crinum & Gong, M. (2003). M. Gong, & Bad, .. Køhl, . Mlne, . Mkesn SH (2010). S.H. Mikkelsen, & L. Molander, J., Kjølholt, U.K., Brandt, , 6 - Jusoh - – 619. - ). Decay Resistance of Extractives of Resistance Decay ). Blackwell: 8 October, 2003. Kuala Lumpur, Malaysia. pp 870.

Piper mullesua.

et et al.

,

201 Advances in Science and Technology 2019 9

. 33

Transaction on Science Technology and Transactions on Science and Technology.

Forest Products Science:and Wood An Introduction rceig o te ofrne n oety n Frs Products Forest and Forestry on Conference the of Proceedings od Ceity Utatutr, Reaction Ultrastructure, Chemistry, Wood: , ,

4 florin. (Ait.) Bury. (Ait.) nology. 1727 (3 - 3), 336

Clausenaanisum Fracture and fatigue in wood. in fatigue and Fracture Pharmaceutical biology, ility of larch heartwood using FIT using heartwood larch of ility tractives of Taiwania Heartwood.Taiwania of tractives Hayata. - Phytochemistry, Zainool, N.A. (2017). Antioxidants, Polyphenols and Polyphenols Antioxidants, (2017). N.A. Zainool, 1736.

M., Wi M., Journal of Chil

Dehradun, Chemical composition analysis and antimicrobial and compositionanalysisChemical International Biodegradation & Biodegradation & Biodegradation International –

341 fia ora fPr n ple Chemistry, Applied and Pure of Journal African Journa mmer, R., Hinterstoisser,B., & Hinterstoisser,B., R., mmer, . rable heartwood: Evidence for a proposed a for Evidence heartwood: rable

Cryptom India: International Book Distributors. l ofl Natural Products, - ean Chemical Society, 54 -

olens Free Belian Free

, 47 6 ( 1 lncnhs nutans Clinacanthus

- 2 . eria japonica eria Environmental Project No. 1341 No. Project Environmental - ), Journal of Food Science Food Journalof 39 52. 8

6 (2

(3), 226 -

9

nd 4

edition

Chichester, West Sussex West Chichester, ( , 308 Eusideroxylon zwageriEusideroxylon 4

(1 -

229. - ). ). - 315.

2), 2), 203 - Holzforshung, Bri: atr de Walter Berlin: . Journal Agriculture Journal

NIR spectroscopy. NIR ). ). 60 49

San Diego,San USA:

, 38 , 157 ). ).

Paques, L. E. L. Paques,

– –

(6 (

40. Insecticidal

C 208 - , th 161. .

32

edition). . nutans Phaleria

(3), 30 (3),

53

, (5), ) 82 & 93 ).

- : ,

TRANSACTIONS ON SCIENCE AND TECHNOLOGY [29] [28] [27] [26] [25] [24]

Zabel, R.A, & Morrell, J.J. (1992). J.J. Morrell, & R.A, Zabel, Journal B from compounds active its and extract ethanolic of properties Antifungal (2008). T. S. Chang, & C.C., Hsieh, H.T., Chang, B., T. Yen, anti Topical (2011). villosum T. C. J. Carvalho, & S., S. L. Santos, M., N. R. Araujo, A., H. E. Andrade, A., H. Favacho, S., C. Lima, J., B. Medeiros, S., K. W. Xavier, lepicarpa Leaves from Sabah, Malaysia Vun Medicine, and oil Solujic,S. & Milosevic,Sukdolak,Vukovic,S.,N., T., Temnopleurus alexandri. B. Uma, Academic Press, Inc. - ag S, Peik S., Sang,

ehnl xrc of extract methanol

oil. ioresource technology, Prahvrhn, . 21) Anti (2010). R. Parvathavarthini, & 4 (1), 17 Journal of Applied Pharmaceutical Science, - 20. - i, T., Lin,

Jusoh International Journal Pharmaceuticalof Tech Research,

et et al. Rodriques ecim montanum Teucrium 99 ,

201 , 4871 Advances in Science and Technology 2019 9 . Wood microbiology: Decay and its prevention its and Decay microbiology: Wood

Transactions on Science and Technology. - 4877. KF & qa, . (2017). M. Iqbal, & K.F. , . Calocedius macrolepis Calocedius Transaction on

atra efc o hxn etat f e urchin, sea of extract hexane of effect bacterial . Evidence 1 (3), 62 (2007). Science and Technology

- - ae Cmlmnay n Alternative and Complementary based

67.

Antimicrobialofactivities essential 6 var. formosana (florin) heartwood. (florin) formosana var. ( 1 - - of action inflammatory 2 ), 8 nixdn Atvt o Ficus of Activity Antioxidant 6

-

9 4

, 2 . 4 (3), 1677 (3 San Diego, USA: Diego, San - 3), 360

- 1680. Caryocar –

365

.

94