Chemical constituents of Abies delavayi

被引:29
作者
Yang, Xian-Wen [1 ,2 ,3 ]
Li, Su-Mei [2 ]
Li, Yong-Li [1 ]
Feng, Lin [1 ]
Shen, Yun-Heng [1 ]
Lin, Shen [1 ]
Tian, Jun-Mian [1 ]
Zeng, Hua-Wu [1 ]
Wang, Ning [3 ]
Steinmetz, Andre [3 ]
Liu, Yonghong [2 ]
Zhang, Wei-Dong [1 ]
机构
[1] Second Mil Med Univ, Sch Pharm, Dept Nat Prod Chem, Shanghai, Peoples R China
[2] Chinese Acad Sci, South China Sea Inst Oceanol, Guangdong Key Lab Marine Mat Med, Key Lab Marine Bioresources Sustainable Utilizat, Beijing 100864, Peoples R China
[3] Luxembourg Publ Res Ctr Hlth CRP SANTE, L-1526 Luxembourg, Luxembourg
关键词
Abies delavayi; Pinaceae; Sesquiterpenes; Monoterpenes; Triterpenoids; Phenols; Cytotoxicity; Nitric oxide (NO); GEORGEI;
D O I
10.1016/j.phytochem.2014.05.012
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
Systematic phytochemical investigations on Abies delavayi afforded 110 compounds, including 49 terpenoids, 13 lignans, 20 flavonoids, three coumarins, and 25 other chemical constituents. By detailed analysis of one- and two-dimensional NMR spectroscopic and high-resolution mass spectrometric data, 10 previously unreported compounds were identified: they comprised three sesquiterpenoids, two diterpenoids, one triterpenoid, one monoterpenoid, one flavonoid, and two phenols. These 10 compounds and some previously known ones were subjected to two cytotoxic bioassays against three human tumor cell lines and NO production inhibition on RAW264.7 macrophages, respectively. (25R)-24,25-Dihydroabieslactone had the strongest cytotoxic activity against Colo-205 cells with an IC50 value of 19.0 +/- 3.7 mu g/mL. (+)-T-cadinol, 8,11,13-abietatrien-15-ol-18-yl acetate, 18-acetoxy-13-epi-manool, imperatorin, bergapten, and 5,7-O-dimethyl poriol exhibited weak inhibitory activity against LPS-induced NO production in RAW264.7 macrophages with IC50 values of approximately 50 mu g/mL. (C) 2014 Elsevier Ltd. All rights reserved.
引用
收藏
页码:164 / 170
页数:7
相关论文
共 17 条
[1]   ENDOPEROXIDE DITERPENOIDS AND OTHER CONSTITUENTS FROM ABIES-MAROCANA [J].
BARRERO, AF ;
SANCHEZ, JF ;
ALVAREZMANZANEDA, EJ ;
DORADO, RMM ;
HAIDOUR, A .
PHYTOCHEMISTRY, 1991, 30 (02) :593-597
[2]   FURTHER ACIDIC CONSTITUENTS AND NEUTRAL COMPONENTS OF PINUS-MASSONIANA RESIN [J].
CHEUNG, HTA ;
MIYASE, T ;
LENGUYEN, MP ;
SMAL, MA .
TETRAHEDRON, 1993, 49 (36) :7903-7915
[3]   NEW GERMACRANOLIDES FROM ARTEMISIA-HERBA-ALBA X-RAY CRYSTAL-STRUCTURES OF 3-BETA,8-ALPHA-DIHYDROXY-6-BETA-H,7-ALPHA-H,11-BETA-H-GERMACRAN-4(14),9(10)-DIEN-6,12-OLIDE AND THE CORRESPONDING 3-OXO-OLIDE [J].
GORDON, MM ;
VANDERVEER, D ;
ZALKOW, LH .
JOURNAL OF NATURAL PRODUCTS, 1981, 44 (04) :432-440
[4]  
Jayaprakasha GK, 2001, Z NATURFORSCH C, V56, P40
[5]   Asymmetric synthesis of a series of chiral AB(2) monomers for dendrimer construction [J].
McElhanon, JR ;
Wu, MJ ;
Escobar, M ;
Chaudhry, U ;
Hu, CL ;
McGrath, DV .
JOURNAL OF ORGANIC CHEMISTRY, 1997, 62 (04) :908-915
[6]   Myrsinionosides A-E:: Megastigmane glycosides from the leaves of Myrsine seguinii Lev. [J].
Otsuka, H ;
Zhong, XN ;
Hirata, E ;
Shinzato, T ;
Takeda, Y .
CHEMICAL & PHARMACEUTICAL BULLETIN, 2001, 49 (09) :1093-1097
[7]   Abiesanol A, a novel biflavanol with unique six connective hexacyclic rings isolated from Abies georgei [J].
Yang, Xian-Wen ;
Li, Su-Mei ;
Feng, Lin ;
Shen, Yun-Heng ;
Tian, Jun-Mian ;
Zeng, Hua-Wu ;
Liu, Xiao-Hua ;
Shan, Lei ;
Su, Juan ;
Zhang, Chuan ;
Zhang, Wei-Dong .
TETRAHEDRON LETTERS, 2008, 49 (19) :3042-3044
[8]   Abiesanordines A-N:: fourteen new norditerpenes from Abies georgei [J].
Yang, Xian-Wen ;
Li, Su-Mei ;
Feng, Lin ;
Shen, Yun-Heng ;
Tian, Jun-Mian ;
Liu, Xiao-Hua ;
Zeng, Hua-Wu ;
Zhang, Chuan ;
Zhang, Wei-Dong .
TETRAHEDRON, 2008, 64 (19) :4354-4362
[9]   Anti-inflammatory and anti-tumour effects of Abies georgei extracts [J].
Yang, Xian-Wen ;
Zeng, Hua-Wu ;
Liu, Xiao-Hua ;
Li, Su-Mei ;
Xu, Wen ;
Shen, Yun-Heng ;
Zhang, Chuan ;
Zhang, Wei-Dong .
JOURNAL OF PHARMACY AND PHARMACOLOGY, 2008, 60 (07) :937-941
[10]   Phytochemical and biological studies of Abies species [J].
Yang, Xian-Wen ;
Li, Su-Mei ;
Shen, Yun-Heng ;
Zhang, Wei-Dong .
CHEMISTRY & BIODIVERSITY, 2008, 5 (01) :56-81