Mono-tetrahydrofuran acetogenins from Goniothalamus giganteus

被引：16

作者：

Alali, FQ ^{[1
]}

Zhang, Y ^{[1
]}

Rogers, L ^{[1
]}

McLaughlin, JL ^{[1
]}

机构：

[1] Purdue Univ, Sch Pharm & Pharmacal Sci, Dept Med Chem & Mol Pharmacol, W Lafayette, IN 47907 USA

来源：

PHYTOCHEMISTRY | 1998年 / 49卷 / 03期

关键词：

Goniothalamus giganteus Annonaceae; brine shrimp; mosquito larvae; acetogenins; goniotetracin; (2,4-cis and trans)-gonioneninone; ketolactones;

D O I：

10.1016/S0031-9422(97)00922-9

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：

Goniotetracin and a mixture of (2,4-cis and li ans)-gonioneninone, new, bioactive, mono-tetrahydrofuran (THF) gamma-lactone and ketolactone acetogenins, were isolated from the bark of Goniothalamus giganteus (Annonaceae) by activity-directed fractionation using the brine shrimp lethality lest (BST). The structures were elucidated based on spectroscopic and chemical methods. Their absolute stereochemistries were determined by the advanced Mosher ester method. Both showed selective and significant cytotoxicities, comparable to the potency of adriamycin, to the human pancreatic tumour cell line (PACA-2), while goniotetracin and goniothalamicin were comparable to the activity of rotenone against yellow fever mosquito larvae. (C) 1998 Elsevier Science Ltd. All rights reserved.

引用

页码：761 / 768

页数：8

共 36 条

[1] 4-deoxyannomontacin and (2,4-cis and trans)-annomontacinone, new bioactive mono-tetrahydrofuran annonaceous acetogenins from Goniothalamus giganteus
Alali, F
Zeng, L
Zhang, Y
Ye, Q
Hopp, DC
Schwedler, JT
McLaughlin, JL
[J]. BIOORGANIC & MEDICINAL CHEMISTRY, 1997, 5 (03) : 549 - 555
[2] ALALI FQ, 1998, UNPUB J NATURAL PROD
[3] ALALI FQ, 1998, IN PRESS J EC ENTOMO
[4] Alfonso Dorothee, 1996, Natural Toxins, V4, P181, DOI 10.1002/19960404NT6
[5] GONIOTHALAMICIN AND ANNONACIN - BIOACTIVE ACETOGENINS FROM GONIOTHALAMUS-GIGANTEUS (ANNONACEAE)
ALKOFAHI, A
RUPPRECHT, JK
SMITH, DL
CHANG, CJ
MCLAUGHLIN, JL
[J]. EXPERIENTIA, 1988, 44 (01): : 83 - 85
[6] Cave A, 1997, Fortschr Chem Org Naturst, V70, P81
[7] DURET P, 1994, HETEROCYCLES, V39, P741
[8] Fogh J., 1975, HUMAN TUMOR CELLS IN, P115, DOI DOI 10.1007/978-1-4757-1647-4_5
[9] FUJIMOTO Y, 1994, CHEM PHARM BULL, V42, P1175, DOI 10.1248/cpb.42.1175
[10] GERAN RI, 1972, CANC CHEMOTHER REP, V3, P1

← 1 2 3 4 →