(12) INTERNATIONAL APPLICATION PUBLISHED UNDER THE PATENT COOPERATION TREATY (PCT) (19) World Intellectual Property Organization International Bureau (10) International Publication Number (43) International Publication Date Χ ft 9 February 2012 (09.02.2012) WO 2U12/U18153 Al (51) International Patent Classification: Jeonmin-dong, Yuseong-gu, Daejeon 305-761 (KR). A01N 65/36 (2009.01) A01N 25/00 (2006.01) GHANG, Soon Hyoung [KR/KR]; #402 Dongjin villa, A01N3/00 (2006.01) A01P 7/04 (2006.01) 219-1 Gusan-dong, Eunpyeong-gu, Seoul 122-957 (KR). (21) International Application Number: (74) Agent: LEE, Won-Hee; 8th Fl. Sung-ji Heights II, PCT/KR20 10/006 158 642-16 Yoksam-dong, Kangnam-ku, Seoul 135-080 (KR). (22) International Filing Date: 10 September 2010 (10.09.2010) (81) Designated States (unless otherwise indicated, for every kind of national protection available): AE, AG, AL, AM, (25) Filing Language: English AO, AT, AU, AZ, BA, BB, BG, BH, BR, BW, BY, BZ, (26) Publication Language: English CA, CH, CL, CN, CO, CR, CU, CZ, DE, DK, DM, DO, DZ, EC, EE, EG, ES, FI, GB, GD, GE, GH, GM, GT, (30) Priority Data: HN, HR, HU, ID, IL, IN, IS, JP, KE, KG, KM, KN, KP, 10-2010-0075410 5 August 2010 (05.08.2010) KR KZ, LA, LC, LK, LR, LS, LT, LU, LY, MA, MD, ME, (71) Applicant (for all designated States except US): REPUB¬ MG, MK, MN, MW, MX, MY, MZ, NA, NG, NI, NO, LIC OF KOREA (NATIONAL RESEARCH INSTI¬ NZ, OM, PE, PG, PH, PL, PT, RO, RS, RU, SC, SD, SE, TUTE OF CULTURAL HERITAGE) [KR/KR]; 472 SG, SK, SL, SM, ST, SV, SY, TH, TJ, TM, TN, TR, TT, Munji-dong, Yuseong-gu, Daejeon 305-380 (KR). TZ, UA, UG, US, UZ, VC, VN, ZA, ZM, ZW. (72) Inventors; and (84) Designated States (unless otherwise indicated, for every (75) Inventors/ Applicants (for US only): JUNG, Mi Hwa kind of regional protection available): ARIPO (BW, GH, [KR/KR]; #203 Yega, 364-17 Jeonmin-dong, Yuseong- GM, KE, LR, LS, MW, MZ, NA, SD, SL, SZ, TZ, UG, gu, Daejeon 305-810 (KR). HONG, Jin Young ZM, ZW), Eurasian (AM, AZ, BY, KG, KZ, MD, RU, TJ, [KR/KR]; # 113-1301 Hanmaeul Apt., Songgang-dong, TM), European (AL, AT, BE, BG, CH, CY, CZ, DE, DK, Yuseong-gu, Daejeon 305-756 (KR). JO, Chang Wook EE, ES, FI, FR, GB, GR, HR, HU, IE, IS, IT, LT, LU, [KR/KR]; #305-1004 Youngbang Maeul Apt., Yongun- LV, MC, MK, MT, NL, NO, PL, PT, RO, SE, SI, SK, dong, Dong-gu, Daejeon 300-787 (KR). KIM, Young- SM, TR), OAPI (BF, BJ, CF, CG, CI, CM, GA, GN, GQ, GW, ML, MR, NE, SN, TD, TG). Hee [KR/KR]; #401-502 Banseok Maeul 4-danji Apt., Banseok-dong, Yuseong-gu, Daejeon 305-750 (KR). Published: CHOI, Jung Eun [KR/KR]; #101-306 KAIST Apt., 392-3 Gung-dong, Yuseong-gu, Daejeon 305-335 (KR). — with international search report (Art. 21(3)) JEONG, So Young [KR/KR]; #209-908 Expo Apt., (54) Title: INSECT-REPELLENT OR INSECTICIDAL COMPOSITION COMPRISING EXTRACT OR FRACTION OF PHELLODENDRON AMURENSE AS AN EFFECTIVE INGREDIENT FOR CONSERVATION OF CULTURAL HERITAGE [Fig. 1] 30 25 20 15 = 2 10 > 00 control group phloem xylem leaf fruit © (57) Abstract: An insect-repellent and insecticidal composition comprising extract or fraction of phellodendron amurense as an o active ingredient is provided. The extract of phellodendron amurense, or the hexane(Hex) extract, methylene chloride(MC) frac tion, or ethyl acetate(EtOAc) fraction provides insect-repellent or insecticidal activities against lasioderma serricorne which harms tobacco, crops, paper, clothes or wood, or against sitophilus oryzae which has strong tolerance to insecticide, and thus can be ef fectively applied as an insect-repellent or insecticidal composition to conserve wooden furniture, an old house, or many organic cultural heritages. Description Title of Invention: INSECT-REPELLENT OR INSECTICIDAL COMPOSITION COMPRISING EXTRACT OR FRACTION OF PHELLODENDRON AMURENSE AS AN EFFECTIVE IN¬ GREDIENT FOR CONSERVATION OF CULTURAL HERITAGE Technical Field [1] The present invention relates to an insect-repellent or insecticidal composition having an extract or fraction of phellodendron amurense as an effective ingredient for con servation of cultural heritage. [2] Background Art [3] Organic cultural heritage occupies 28.5 % of national treasures and 44.1 % of treasures of Korea, and conserving organic cultural heritage from insects and m i croorganism has become a significant issue. Compared to inorganic cultural heritage such as metal, stone, pottery and earthenware, the organic cultural heritage such as textile, paper, or wood is intrinsically apt to be harmed by biological factors such as microorganism, insects, etc. Biological degradation of organic cultural heritage involves not only the contamination of the appearance of the cultural assets, or the de struction of letters or decorations, which lowers the artistic value of the cultrual heritage, but also causes serious destruction of structures. [4] [5] Many woods seriously suffer from wood-rotting fungi, which cause severe damages in structural or aesthetic features thereof. Wood-rotting fungi include white-rot fungi, brown-rot fungi, and mould and cause various wood damages such as wood drying, de composition and crack, sponge-like structure, fuzzy or powdery surface growths, or discoloration.. [6] [7] Lasioderma serricorne, commonly known as a tobacco beetle, appears 2-3 times a year and widely known to damage tobacco, grains, paper, cloths, woods, etc. Also, in habiting in wooden cultural assets and organic moving cultural heritage, this insect causes structural damages to cultural heritages. In recent, the National Research Institute of Cultural Heritage(NRICH) reported the cases of wooden cultural heritage damaged by termites, tobacco beetles, etc. and conducted insect extermination project. [8] [9] Rice weevil(Sitophilus oryzae(L.jj is widely known for the strong insecticidal re- sistancy and is distributed worldwide. This insect especially harms the safety of the stored crops, and even degrades the quality and quantity of the stored crops in com bination with changes in temperature and humidity of the storage environment. Rice weevilalso induces the drastic growth of mold to cause the grains to decay, and causes production of mycotoxin to threaten food safety. The extermination of Rice weevil in stored grains is important, and it is also important in the perspective of food sanitation to prevent and inhibit the decomposition and mycotoxin of mold(Yoon Tae-Joong et al., Korean J. appl. Entomol., 2003, 42(4);329-334) Gas fumigation is the most widely used to exterminate pests and insects inhabiting in cultural heritage. Now, insecticidal fumigation gas such as methyl bromide or sulfuryl fluoride, sterilizing fumigation gas such as ethylene oxide or propylene oxide, in- secticidal-sterilizing fumigation gas such as the mixture of methyl bromide and ethylene oxide, and sublimable insecticidal-sterilizing p-formaldehyde such as p- dichlorobenzene, dichlovos, camphor, clover oil, and sublimable sterilizing or mycostats such as thymol are used as sterilizer. Among these, the mixed gas of ethylene oxide and methyl bromide as insecticide, is widely used to prevent germs and insects which harm the cultural heritages. The gas fumigations are stable and show rapid effects, but do not last long, so ad ditional preservative treatment is required particularly in wooden structures. Methyl bromide, the widely used toxic chemical which is colorless and odorless, is regulated under environmental concerns, since this is 50 times destructive to ozone layer than chlorofluorocarbon(CFC). For now, methyl bromide is rarely used in many developed countries, expect for a few cases, such as the use in quarantines. Due to the problems of using chemicals in preserving organic cultural heritage, such as discoloration, peeling-off of pigment and dye, and adverse health effects, demands for the preservatives based on natural substances are increasing. The natural substances reported as having insect-repellent and insecticidal activities so far are as follows. According to the research on antibiotic effects of the extracts of medicinal plants, tangerine peel, forsythia fruit, lappa fruit, gentiana macrophylla pallas, picrorrhizae rhizoma, siegesbockia herb, nelumbo nucifera gaertner, rosa laevigata, caesalpinia sappan L., or nutmeg are reported as providing distinctive inhibiting effects on m i croorganism, and garlic extract, onion extract, chili pepper extract, white radish extract are reported as inhibiting the growth of escherichia coli, salmonella thyposa, shigella dysentriae, or staphylococcus aureus. [19] In Japan, experiment on the antibacterial activity against pathogenic fungi of cryptomeria japonica extract was conducted. In France, phenolic extract from heartwood of European oak was researched for its repelling activity against white rot fungus, and recently, substance extracted from the heart wood of eperua was applied to white rot fungus to experiment the activity of the extract. In U.S, repelling effect of solvent extract of eperua heartwood against the brown-rot fungi and the insects was confirmed. Additionally, hinokitiol, an extract of Taiwanese chamaecyparis obtuse, was discovered to have strong antibacterial effect on not only dust fungus such as yeast fungus, but also basidiomycetes, which are the wood-rotting fungi. [20] There are numerous studies conducted regarding new insecticides that utilize the secondary metabolites of the plants. One of these studies for natural substance-based insecticides confirmed that, physostigmine, which is the poisonous substance isolated from the African leguminous plant, i.e., physostgima venenosum seed, inhibits par ticularly acetylcholinesterase, and another study reported that pyrethrin, which is in- secticidal substance contained in the seed cases of perennial plant pyrethrum, affects membrane permeability of K+ and Na+ ion in nervous system of insects, intervening normal nerve stimulation, and thus killing the insects. [21] Korean Patent Publication No. 2002-0063375 discloses biocide composition comprising volatile extracts of natural medicines including eugenia caryophyllata thunberg, boswellia carterii birdwood and star anise, as effective components for con servation of cultural properties, and method for conserving cultural properties using the same.