Eremophilane Sesquiterpenes and Polyketones Produced by an Endophytic Guignardia Fungus from the Toxic Plant Gelsemium elegans

被引：33

作者：

Liu, Yunbao ^{[1
,2
]}

Li, Yong ^{[1
,2
]}

Qu, Jing ^{[1
,2
]}

Ma, Shuanggang ^{[1
,2
]}

Zang, Caixia ^{[1
,2
]}

Zhang, Yutian ^{[1
,2
]}

Yu, Shishan ^{[1
,2
]}

机构：

[1] Chinese Acad Med Sci, Inst Mat Med, State Key Lab Bioact Subst & Funct Nat Med, Beijing 100050, Peoples R China

[2] Peking Union Med Coll, Beijing 100050, Peoples R China

来源：

JOURNAL OF NATURAL PRODUCTS | 2015年 / 78卷 / 09期

基金：

中国国家自然科学基金;

关键词：

ABSOLUTE-CONFIGURATION; ALKALOIDS; NEUROTOXICITY; DERIVATIVES; SAFFLOWER; EPOXIDES; CURCUMIN; PIGMENT; PETALS; CELLS;

D O I：

10.1021/np5009027

中图分类号：

Q94 [植物学];

学科分类号：

071001 ;

摘要：

A cultured endophytic fungus, Guignardia mangiferae, isolated from the toxic plant Gelsemium elegans yielded five new sesquiterpenes (1-5), two new polyketones (6 and 7), and two known terpene polyketones (8 and 9). Their structures were elucidated using spectroscopic methods. On the basis of circular dichroism, the absolute configurations of the new compounds were determined. Compounds 1, 3, 4, and 9 inhibited lipopolysaccharide-induced NO production in BV2 cells with IC50 values of 15.2, 6.4, 4.2, and 4.5 mu M, respectively (positive control curcumin, IC50 = 3.9 mu M).

引用

页码：2149 / 2154

页数：6

共 17 条

[1] CIRCULAR-DICHROISM .93. DETERMINATION OF THE ABSOLUTE-CONFIGURATION OF ALCOHOLS, OLEFINS, EPOXIDES, AND ETHERS FROM THE CD OF THEIR INSITU COMPLEXES WITH [RH2(O2CCF3)4]
GERARDS, M
SNATZKE, G
[J]. TETRAHEDRON-ASYMMETRY, 1990, 1 (04) : 221 - 236
[2] Meroterpenes isolated from the endophytic fungus Guignardia mangiferae
Guimaraes, Denise O.
Lopes, Norberto P.
Pupo, Monica T.
[J]. PHYTOCHEMISTRY LETTERS, 2012, 5 (03) : 519 - 523
[3] Isolation of gelsedine-type indole alkaloids from Gelsemium elegans and evaluation of the cytotoxic activity of Gelsemium alkaloids for A431 epidermoid carcinoma cells
Kitajima, M
Nakamura, T
Kogure, N
Ogawa, M
Mitsuno, Y
Ono, K
Yano, S
Aimi, N
Takayama, H
[J]. JOURNAL OF NATURAL PRODUCTS, 2006, 69 (04): : 715 - 718
[4] Neuroprotective effect of curcumin is mainly mediated by blockade of microglial cell activation
Lee, Hae Sung
Jung, Ki Kyung
Cho, Jae Youl
Rhee, Man Hee
Hong, Sungyoul
Kwon, Moosik
Kim, Seung Hee
Kang, Seog Youn
[J]. PHARMAZIE, 2007, 62 (12): : 937 - 942
[5] Bisindole Alkaloids with Neural Anti-inflammatory Activity from Gelsemium elegans
Qu, Jing
Fang, Lei
Ren, Xiao-Dong
Liu, Yunbao
Yu, Shi-Shan
Li, Li
Bao, Xiu-Qi
Zhang, Dan
Li, Yong
Ma, Shuang-Gang
[J]. JOURNAL OF NATURAL PRODUCTS, 2013, 76 (12): : 2203 - 2209
[6] Rodrigues-Heerklotz KF, 2001, HELV CHIM ACTA, V84, P3766, DOI 10.1002/1522-2675(20011219)84:12<3766::AID-HLCA3766>3.0.CO
[7] 2-Z
[8] NEW TERPENE-LINKED CYCLOHEXENONE EPOXIDES, MACROPHORIN-A, MACROPHORIN-B AND MACROPHORIN-C, PRODUCED BY THE FUNGUS CAUSED MACROPHOMA FRUIT ROT OF APPLE
SASSA, T
YOSHIKOSHI, H
[J]. AGRICULTURAL AND BIOLOGICAL CHEMISTRY, 1983, 47 (01): : 187 - 189
[9] Studies on the synthesis of safflomin-A, a yellow pigment in safflower petals:: oxidation of 3-C-β-D-glucopyranosyl-5-methylphloroacetophenone
Sato, S
Nojiri, T
Onodera, JI
[J]. CARBOHYDRATE RESEARCH, 2005, 340 (03) : 389 - 393
[10] Synthesis of (+),(-)-model compounds and absolute configuration of carthamin; A red pigment in the flower petals of safflower
Sato, S
Obara, H
Kumazawa, T
Onodera, J
Furuhata, K
[J]. CHEMISTRY LETTERS, 1996, (10) : 833 - 834

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