Gracilipene: A heterocyclic seco-trisnor-oleanane from Calophyllum gracilipes (Guttiferae)

被引:9
作者
Cao, SG
Sim, KY
Goh, SH
Xue, F
Mak, TCW
机构
[1] NATL UNIV SINGAPORE,DEPT CHEM,SINGAPORE 119260,SINGAPORE
[2] CHINESE UNIV HONG KONG,DEPT CHEM,SHATIN,NEW TERRITORIES,HONG KONG
关键词
D O I
10.1016/S0040-4039(97)01032-0
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
Gracilipene, a novel heterocyclic trisnor-triterpene from the leaves of Calophyllum gracilipes, shows an unprecedented rearranged seco-trisnor-oleanane structure with a dihydropyran ring-A, as determined by NMR spectra and single crystal X-ray analysis. Other known triterpenes isolated include friedelin, lupeol, lupenone, beta-sitosterol, stigmasterol, 3 beta-hydroxy-30-norlupan-20-one, lupane-3 beta,20-diol, (20R)-3 beta-hydroxylupan-29-oic acid, betulinic acid and squalene. (C) 1997 Elsevier Science Ltd. (C) 1997 Elsevier Science Ltd.
引用
收藏
页码:4783 / 4786
页数:4
相关论文
共 12 条
[1]  
AKIHISA T, 1994, CHEM PHARM BULL, V42, P1101, DOI 10.1248/cpb.42.1101
[2]   3,4-SECO-TRITERPENOID ACIDS AND OTHER CONSTITUENTS OF THE LEAF WAX OF HOYA-NAUMANII [J].
BAAS, WJ ;
VANBERKEL, IEM .
PHYTOCHEMISTRY, 1991, 30 (05) :1625-1628
[3]  
CARREIRAS MC, 1987, PHYTOCHEMISTRY, V26, P3351, DOI 10.1016/S0031-9422(00)82506-6
[4]   DISFORMONE AND DISCHIDIOL FROM DISCHIDIA-FORMOSANA [J].
CHEN, ZS ;
LEE, GH ;
KUO, YH .
PHYTOCHEMISTRY, 1993, 34 (03) :783-786
[5]  
CONNOLLY JD, 1991, DICT TERPENOIDS, V2, P1299
[6]   A SECO-OLEAN-18-ENE TRITERPENE ACID FROM VAHLIA-CAPENSIS [J].
MAJINDA, RRT ;
GRAY, AI ;
WAIGH, RD ;
WATERMAN, PG .
PHYTOCHEMISTRY, 1995, 38 (02) :461-463
[7]   THE INOPHYLLUMS, NOVEL INHIBITORS OF HIV-1 REVERSE-TRANSCRIPTASE ISOLATED FROM THE MALAYSIAN TREE, CALOPHYLLUM-INOPHYLLUM LINN [J].
PATIL, AD ;
FREYER, AJ ;
EGGLESTON, DS ;
HALTIWANGER, RC ;
BEAN, MF ;
TAYLOR, PB ;
CARANFA, MJ ;
BREEN, AL ;
BARTUS, HR ;
JOHNSON, RK ;
HERTZBERG, RP ;
WESTLEY, JW .
JOURNAL OF MEDICINAL CHEMISTRY, 1993, 36 (26) :4131-4138
[8]  
SENGUPTA P, 1989, INDIAN J CHEM B, V28, P21
[9]   Ring-A cleavage of 3-Oxo-olean-12-en-28-oic acid by the fungus Chaetomium longirostre [J].
Shirane, N ;
Hashimoto, Y ;
Ueda, K ;
Takenaka, H ;
Katoh, K .
PHYTOCHEMISTRY, 1996, 43 (01) :99-104
[10]   4 NOVEL 3,4-SECO-TRITERPENOIDS, ESPINENDIOL-A AND ESPINENDIOL-B, ESPINENOXIDE AND TRISNOR-ISOESPINENOXIDE FROM EUPHORBIA-SUPINA [J].
TANAKA, R ;
MATSUNAGA, S ;
ISHIDA, T .
TETRAHEDRON LETTERS, 1989, 30 (13) :1661-1664