Antitubercular constituents of Valeriana laxiflora

被引:91
作者
Gu, JQ
Wang, YH
Franzblau, SG
Montenegro, G
Yang, DZ
Timmermann, BN
机构
[1] Univ Arizona, Coll Pharm, Dept Pharmacol & Toxicol, Div Med & Nat Prod Chem, Tucson, AZ 85721 USA
[2] Univ Illinois, Coll Pharm, Inst TB Res, Chicago, IL 60680 USA
[3] Pontificia Univ Catolica Chile, Fac Agron & Ingn Forestal, Dept Ciencias Vegetales, Santiago, Chile
关键词
Valeriana laxiflora; valerianaceae; iridolactone; lignan; triterpene; antimycobacterial activity; cytotoxicity;
D O I
10.1055/s-2004-827149
中图分类号
Q94 [植物学];
学科分类号
071001 ;
摘要
Antitubercular bioassay-guided fractionation of the n-hexane- and CH2Cl2-soluble extracts of the above-ground biomass and roots of Valeriana laxiflora led to the isolation of a new iridolactone, (4R,5R,7S,8S,9S)-7-hydroxy-8-hydroxymethyl-4-methylperhydrocyclopenta[c]pyran-1-one (1), and a new lignan, (+)-1-hydroxy-2,6-bis-epi-pinoresinol (2), along with eleven known compounds, betulin (3), betulinic acid (4), 5,7-dihydroxy-3,6,4' trimethoxyflavone (5), 23-hydroxyursolic acid (6), oleanolic acid (7), tricin (8), ursolic acid (9), ferulic acid, (+)-1-hydroxypinoresinol, prinsepiol, and 5,7,3 -trihydroxy-4'-methoxyflavone. The structures of compounds 1 and 2 were elucidated on the basis of spectroscopic evidence. The absolute stereochemistry of 1 was determined by chemical transformations and Mosher ester procedures. In a microplate alamar blue assay against Mycobacterium tuberculosis, compounds 2 - 9 exhibited minimum inhibitory concentrations (MIC) of 15.5 - 127 mug/mL, while the other isolates were regarded as inactive (MIC > 128 mug/mL). In addition, all the isolates were tested for cytotoxicity against African green monkey Vero cells in order to evaluate their selectivity potential.
引用
收藏
页码:509 / 514
页数:6
相关论文
共 24 条
[1]   CONSTITUENTS OF SPARTINA-CYNOSUROIDES - ISOLATION AND C-13-NMR ANALYSIS OF TRICIN [J].
BHATTACHARYYA, J ;
STAGG, D ;
MODY, NV ;
MILES, DH .
JOURNAL OF PHARMACEUTICAL SCIENCES, 1978, 67 (09) :1325-1326
[2]   Antimycobacterial plant terpenoids [J].
Cantrell, CL ;
Franzblau, SG ;
Fischer, NH .
PLANTA MEDICA, 2001, 67 (08) :685-694
[3]   Antimycobacterial cycloartanes from Borrichia frutescens [J].
Cantrell, CL ;
Lu, TS ;
Fronczek, FR ;
Fischer, NH ;
Adams, LB ;
Franzblau, SG .
JOURNAL OF NATURAL PRODUCTS, 1996, 59 (12) :1131-1136
[4]  
CHEUNG KK, 1965, J CHEM SOC CHEM COMM, P634
[5]   Microplate Alamar blue assay versus BACTEC 460 system for high-throughput screening of compounds against Mycobacterium tuberculosis and Mycobacterium avium [J].
Collins, LA ;
Franzblau, SG .
ANTIMICROBIAL AGENTS AND CHEMOTHERAPY, 1997, 41 (05) :1004-1009
[6]   Lignans from Strophanthus gratus [J].
Cowan, S ;
Stewart, M ;
Abbiw, DK ;
Latif, Z ;
Sarker, SD ;
Nash, RJ .
FITOTERAPIA, 2001, 72 (01) :80-82
[7]  
FUJITA M, 1982, CHEM PHARM BULL, V30, P1151
[8]  
HOFFMANN A, 1998, PLANTAS ALTOANDINAS, P178
[9]  
INADA A, 1988, CHEM PHARM BULL, V36, P4269
[10]   POLYPHENOLIC ACIDS OF LITHOSPERMUM-RUDERALE .2. C-13 NUCLEAR MAGNETIC-RESONANCE OF LITHOSPERMIC AND ROSMARINIC ACIDS [J].
KELLEY, CJ ;
HARRUFF, RC ;
CARMACK, M .
JOURNAL OF ORGANIC CHEMISTRY, 1976, 41 (03) :449-455