Norclerodane diterpenoids from rhizomes of Dioscorea bulbifera

被引：58

作者：

Liu, Hai ^{[1
,2
,3
]}

Chou, Gui-Xin ^{[1
,2
]}

Guo, Yin-Long ^{[3
]}

Ji, Li-Li ^{[1
,2
]}

Wang, Jun-Ming ^{[1
,2
]}

Wang, Zheng-Tao ^{[1
,2
]}

机构：

[1] Shanghai Univ Tradit Chinese Med, Inst Tradit Chinese Med, MOE Key Lab Standardizat Chinese Med, Shanghai 201210, Peoples R China

[2] Shanghai R&D Ctr Standardizat Chinese Med, Shanghai 201210, Peoples R China

[3] Chinese Acad Sci, Shanghai Inst Organ Chem, Shanghai Mass Spectrometry Ctr, Shanghai 200032, Peoples R China

来源：

PHYTOCHEMISTRY | 2010年 / 71卷 / 10期

基金：

中国国家自然科学基金;

关键词：

Dioscorea bulbifera; Dioscoreaceae; Norclerodane diterpenoid; Diosbulbins K-M; Diosbulbinoside G; Mosher's method; L. VAR SATIVA; FURANOID NORDITERPENES; CLERODANE DITERPENOIDS; BAFOUDIOSBULBIN-B; DIOSBULBIN-D; PLANTS; GLYCOSIDES; SEMISYNTHESIS; CONFIGURATION; CONSTITUENTS;

D O I：

10.1016/j.phytochem.2010.04.002

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：

Three norclerodane diterpenoids, diosbulbins K-M, and one analogous enolglycoside, diosbulbinoside G, together with four norclerodane diterpenoids, diosbulbins B, E, F and G, were isolated from rhizomes of Dioscorea bulbifera. Their structures were established by spectroscopic and chemical methods, including (1)H and (13)C NMR, NOESY, HSQC, HMBC, and HRMS analyses. The relative configurations of diosbulbins K and L, and diosbulbin F were confirmed by X-ray crystallographic diffraction analysis, and the absolute stereochemistry of diosbulbin K was determined by a modified Mosher's method. The (13)C NMR spectroscopic data for diosbulbins E, F and G were also measured for the first time. The compounds did not show significant cytotoxic and anti-bacterial activities. (C) 2010 Elsevier Ltd. All rights reserved.

引用

页码：1174 / 1180

页数：7

共 29 条

[1]

CARMICHAEL J, 1987, CANCER RES, V47, P936

[2]

Cheesbrough, 1991, MED LAB MANUAL TROPI, P196

[3] Antitumor-promoting constituents from Dioscorea bulbifera L. in JB6 mouse epidermal cells [J].

Gao, HY ;

Kuroyanagi, M ;

Wu, L ;

Kawahara, N ;

Yasuno, T ;

Nakamura, Y .

BIOLOGICAL & PHARMACEUTICAL BULLETIN, 2002, 25 (09) :1241-1243

[4]

GUO XZ, 1992, DICT POISONOUS CHINE, P468

[5] Synthetic studies of neoclerodane diterpenes from Salvia divinorum:: Semisynthesis of salvinicins A and B and other chemical transformations of salvinorin A [J].

Harding, WW ;

Schmidt, M ;

Tidgewell, K ;

Kannan, P ;

Holden, KG ;

Gilmour, B ;

Navarro, H ;

Rothman, RB ;

Prisinzano, TE .

JOURNAL OF NATURAL PRODUCTS, 2006, 69 (01) :107-112

[6]

IDA Y, 1978, Justus Liebigs Annalen der Chemie, P818

[7]

IDA Y, 1978, CHEM PHARM BULL, V26, P435

[8]

KAWASAKI T, 1968, CHEM PHARM BULL, V16, P2430

[9] FURANOID NORDITERPENES FROM PLANTS OF FAMILY DIOSCOREACEAE .2. COMPOSITION AND CONFIGURATION OF DIOSBULBINES A,B AND C [J].

KOMORI, T ;

SETOGUCH.S ;

KAWASAKI, T .

CHEMISCHE BERICHTE-RECUEIL, 1968, 101 (09) :3096-&

[10] Glycosides from Dioscorea bulbifera [J].

Komori, T .

TOXICON, 1997, 35 (10) :1531-1535

← 1 2 3 →