78 Planta Medica 1985 /y / natural products has not been reported petrolether, 1: 1) 3 mg 4 and 3 mg 1. The ex- References from belonging to the subtribe tract of 450 g aerial Parts gave by CC and TLC / Pectidinae where thiophene acetylenes (s.a.) 5mg2t4mg423mg323.5mgsand3.5 (1) Bohlmann, are widespread. mg sakuranetin. The compounds were iden- tified by comparing the 400 MHz 'H-NMR spectra with those of autentic material. ohlmann, F., Zdero, C. (1979) 1 -vn-3-vl A-(~%~~~~~~~~~~~18, 341. -Ia.a-Bithienvll-4-chloro-but-l., II acetate (4): Yellow oil; IR~E~,cm-í: ~.cP(C (3) Bohlmann, F., Jakupovic, J., Robinson, Experimental = C), 1760 (OAc); MS m/z (rel. i )?312 and H., King, R. M. (1980) Phytochemistry 309.988 [MIf (6 anpldcalc. for 19,2760. The material was collected near Mon- Cp+H110&C1: 309 9 8), 275 [M-CI]' (ll), (4) Uhlenbroek, J. H., Bijloo, J. D. (1959) terrey, , in April 1984, voucher 1639/ doo),215 [275 - HOAc]' Recl. Trav. Chim. Pays-Bas 78,382. 84. The air dried material was extracted at ~~~)~~~(CDCla,400 MHz, TMS as in- (5) Zechmeister, L., Sease, J. (1947) J. Am. room temp. with methanol/ether/pet- tpL' standard): 3.81 dd (H-1, J = 11.5, 5 Chem. Soc. 69,270. -z), 3.78 dd (H-l', J = 11.5, 7 Hz), 5.83 dd (6) Bohlmann, F., Arndt, C., Kleine, K. M., were separated first by (H-2,J = 7,5 Hz), 7.02 d (H-6, J = 4 Hz), 7.16 Bornowksi, H. (1965) Chem. Ber. 98, d (H-7, J = 4 Hz), 7.18 dd (H-10, J = 4, 0.7 155. Hz), 7.01 dd (H-11, J = 4,5 Hz),7.24 dd (H- (7) Bohlmann, F., Zdero, C. (1976) Chem. 12, J = 5, 0.7 Hz), 2,17 s (OAc). UV (EtzO) Ber. 109,901. A,, = 330 nm. (8) Seaman, F. C. (1982) Botanical Review 48,121.

volvrilifolirim leaves as well as in S. Iridoids of Guyanese Species of splendens (DC) Cuatr. leaves and stem barks. Stigmaphyllon The occurrence of these four known compounds is in good agreement with E. Davioud', F. Bailleul'~~,P. Delaveau' and H. Jacquemin3 the biogenetically pathways previously described (4,5) and it confirms the origi- Received: June 4,1984; Accepted: September 10,1984 nal character of the Stigmaphyllon in the family.

During our research on iridoid iridoids to the whole Guyanese Stig- Experimental glucosides contained in of maphyllon genus. All the species of Stig- Guyanese Flora, we have particularly in- maphyllon are creepy lianas growing in Tuberous roots of S. sagittaturn (0.3 kg) and vestigated the Stigmaphyllon genus Central and South America (3). root barks of S. convolvulifolium (0.15 kg) (6) (Malpighiaceae). From the leaves of S. In addition to galiosid 1 (yield: have been extracted and the iridoids isolated sagittatum Juss. (1) were previously iso- 0.05%) and monotropein 2 (0.05%) according to a procedure previously described lated the three known compounds also present in the leaves, two other (7). Their structures have been established by comparison (8) of physical properties (TLC, galiosid 1, monotropein 2 and compounds are identified in the tuber- F, [alD) and spectral datas (UV, IR, 'H- geniposidic acid 3. It was the first time ous roots of S. sagittatum Juss.: NMR) of glucosides and glucoside acetates that the Malpighiaceae family was re- geniposid 4 (0.15 YO) and scandosid- with those of authentic samples. ported as containing iridoids. methylester 5 (0.11 YO). Only monotro- That occurrence is a matter of some pein 2 (0.03 YO) is identified in the root interest as the system used widely for the barks of S. convolvulifolium (Cav.) Juss. References classification of the Angiosperms However no iridoid was found in S. con- drafted by Dahlgren (2) includes the (1) Sainty, D., Bailleul, F., Delaveau, P., Malpighiaceae in the Order of ,, COOR Jacquemin, H. (1981) J. Nat. Prod. 44 Polygalales which is far from the other (3,576. iridoid containing orders. So it was inter- (2) Dahlgren, R. (1980) Bot. J. Linn. Soc. esting to extend our investigation about 80,91. (3) Lemee, A., Flore de la Guyane Fran- çaise, Paris 1952, Lechevalier Ed. ' Laboratoire de Pharmacognosie,Faculté de (4) Inouye, H., Ueda, S., Aoki, Y., Takeda, Pharmacie, 3, Rue du Pr. Laguesse, F- Y. (1972) Chem. Pharm. Bull. 20,1287. 59045 Lille Cedex (5) Inouye, H. (1979) Planta Med. 33,194. Labbratoire de Pharmacognosie, Faculté (6) Vouchers are retained in the herbarium des Sciences Pharmaceutiques et of Orstom F-97323 Cayenne under No HJ Biologiques, 4, Av. de l'observatoire, F- 2313 and HJ 1715 for S. sagittatum and S. 75270 Paris Cedex 06 convolvulifolium respectively. O. R. S. T. O. M., B. P. 165, F-97323 3 genipsidic acid ( R' = R2= H) (7) Bailleul, F., Rabaron, A., Koch, M., De- Cayenne 4 geniposid (R1=CH3,R2=Hl laveau, P. (1979) Planta Med. 37,316. Address for correspondence to Dr. F. Bail- 5 scandosidmethylester (8) El-Naggar, L., Beal, J. (1980) J. Nat. leul (R~cH~,R~=-oH) Prod. 43,649. 1985 No. 1, February Planta Medica 1985,l-80 Planta Medica Journal of Medicinal Plant Research

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