Glypetelotine, a sulphur-containing indole alkaloid from Glycosmis petelotii

被引:16
作者
Cuong, NM
Taylor, WC
Sung, TV
机构
[1] Vietnam Natl Ctr Nat Sci & Technol, Inst Chem, Hanoi, Vietnam
[2] Univ Sydney, Sch Chem, Dept Organ Chem, Sydney, NSW 2006, Australia
关键词
Glycosmis petelotii; Rutaceae; glypetelotine; indole; sulphur-containing alkaloid; thiocarbamate;
D O I
10.1016/S0031-9422(99)00402-1
中图分类号
Q5 [生物化学]; Q7 [分子生物学];
学科分类号
071010 ; 081704 ;
摘要
A sulphur-containing indole alkaloid, glypetelotine, has been isolated fi om the leaves of the endemic Vietnamese plant Glycosmis petelotii Guill. (Rutaceae). The structure of glypetelotine was determined to be S-methyl N,N-2-[(1H)-indol-3-ethyl]methyl thiocarbamate from the spectroscopic evidence including UV, IR, MS,H-1- and C-13-NMR, NOESY, HETCOR and DQF-H-1-H-1 COSY. Conformational isomerism of the compound, resulting from the tertiary amide-like unit, was studied by dynamic H-1-NMR spectroscopy carried out in different solvents and at different temperatures. (C) 1999 Elsevier Science Ltd. All rights reserved.
引用
收藏
页码:1711 / 1714
页数:4
相关论文
共 11 条
[1]   GLYCOZOLIDOL, AN ANTIBACTERIAL CARBAZOLE ALKALOID FROM GLYCOSMIS-PENTAPHYLLA [J].
BHATTACHARYYA, P ;
CHAKRABARTTY, PK ;
CHOWDHURY, BK .
PHYTOCHEMISTRY, 1985, 24 (04) :882-883
[2]  
BUDZIKIEWICZ H, 1964, STRUCTURE ELUCIDATIO, V1, P41
[3]  
CHAKRABORTY DP, 1993, ALKALOIDS CHEM PHARM, V44, P271
[4]   INVITRO AND INVIVO ACTIVITIES OF ATALAPHILLININE AND RELATED ACRIDONE ALKALOIDS AGAINST RODENT MALARIA [J].
FUJIOKA, H ;
NISHIYAMA, Y ;
FURUKAWA, H ;
KUMADA, N .
ANTIMICROBIAL AGENTS AND CHEMOTHERAPY, 1989, 33 (01) :6-9
[5]   Bioactive amides from Glycosmis species [J].
Greger, H ;
Zechner, G ;
Hofer, O ;
Vajrodaya, S .
JOURNAL OF NATURAL PRODUCTS, 1996, 59 (12) :1163-1168
[6]   SULFUR-CONTAINING CINNAMIDES WITH ANTIFUNGAL ACTIVITY FROM GLYCOSMIS-CYANOCARPA [J].
GREGER, H ;
HOFER, O ;
KAHLIG, H ;
WURZ, G .
TETRAHEDRON, 1992, 48 (07) :1209-1218
[7]   SULFUR-CONTAINING AMIDES FROM GLYCOSMIS SPECIES WITH DIFFERENT ANTIFUNGAL ACTIVITY [J].
GREGER, H ;
ZECHNER, G ;
HOFER, O ;
HADACEK, F ;
WURZ, G .
PHYTOCHEMISTRY, 1993, 34 (01) :175-179
[8]   SYNTHESIS AND CORRECTED STRUCTURES OF SULFUR-CONTAINING AMIDES FROM GLYCOSMIS SPECIES - SINHARINES, PENIMIDES, AND ILLUKUMBINS [J].
HINTERBERGER, S ;
HOFER, O ;
GREGER, H .
TETRAHEDRON, 1994, 50 (21) :6279-6286
[9]  
Mester J., 1983, CHEM CHEM TAX RUT AN, P31
[10]   ISOLATION OF AN AMIDE, A POSSIBLE KEY PRECURSOR TO EVODIAMINE, FROM EVODIA-RUTAECARPA [J].
SHOJI, N ;
UMEYAMA, A ;
IUCHI, A ;
SAITO, N ;
TAKEMOTO, T ;
NOMOTO, K ;
OHIZUMI, Y .
JOURNAL OF NATURAL PRODUCTS, 1988, 51 (01) :161-162