Norditerpenoids and diterpenoids from Salvia multicaulis with antituberculous activity

被引:122
作者
Ulubelen, A [1 ]
Topcu, G
Johansson, CB
机构
[1] Istanbul Univ, Fac Pharm, TR-34452 Istanbul, Turkey
[2] TUBITAK, Marmara Res Ctr, Res Inst Basic Sci, Dept Chem, TR-41470 Gebze, Kocaeli, Turkey
[3] Univ Marmara, Fac Med, Dept Microbiol, TR-81326 Istanbul, Turkey
来源
JOURNAL OF NATURAL PRODUCTS | 1997年 / 60卷 / 12期
关键词
D O I
10.1021/np9700681
中图分类号
Q94 [植物学];
学科分类号
071001 ;
摘要
From the roots of Salvia multicaulis, four new aromatic norditerpenoids, multicaulin (1), 12-demethylmulticauline (2), multiorthoquinone (3), and 12-demethylmultiorthoquinone (4), two new abietane diterpenoids, 12-methyl-5-dehydrohorminone (5) and 12-methyl-5-dehydroacetylhorminone (6), as well as a new pimarane diterpenoid, salvipimarone (7), were isolated. Also obtained in this investigation were the known compounds alpha-amyrin, hinokione, horminone, lupeol, manool, 1-oxoferruginol, 18-oxoferruginol, pisiferal, and sempervirol. The structures of compounds 1-7 were established by 1D and 2D NMR techniques and by chemical methods. The antituberculous activity of 1-7 was tested against Mycobacterium tuberculosis strain H37Rv, and all compounds were found to be significantly active, with 2 and 4-6 being the most potent substances. Six of these novel compounds were evaluated against a number of additional bacterial cultures.
引用
收藏
页码:1275 / 1280
页数:6
相关论文
共 37 条
[1]   THE CHEMISTRY OF THE TRITERPENES .7. AN INTERRELATIONSHIP BETWEEN THE LUPEOL AND THE BETA-AMYRIN SERIES - ELUCIDATION OF THE STRUCTURE OF LUPEOL [J].
AMES, TR ;
HALSALL, TG ;
JONES, ERH .
JOURNAL OF THE CHEMICAL SOCIETY, 1951, (FEB) :450-457
[2]  
BAYTOP T, 1984, ISTANBUL U PUBLICATI, V3255, P156
[3]   DITERPENOIDS FROM SALVIA-GREGGII [J].
BRUNO, M ;
SAVONA, G ;
FERNANDEZGADEA, F ;
RODRIGUEZ, B .
PHYTOCHEMISTRY, 1986, 25 (02) :475-477
[4]  
COLEE JG, 1976, APPL MED MICROBIOLOG, P93
[5]   A RAPID METHOD FOR SCREENING ANTIMICROBIAL AGENTS FOR ACTIVITIES AGAINST A STRAIN OF MYCOBACTERIUM-TUBERCULOSIS EXPRESSING FIREFLY LUCIFERASE [J].
COOKSEY, RC ;
CRAWFORD, JT ;
JACOBS, WR ;
SHINNICK, TM .
ANTIMICROBIAL AGENTS AND CHEMOTHERAPY, 1993, 37 (06) :1348-1352
[6]   THE STEREOCHEMISTRY OF THE ALPHA-AMYRINS [J].
COREY, EJ ;
URSPRUNG, JJ .
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1956, 78 (01) :183-188
[7]  
DAVIS PH, 1982, FLORA TURKEY E AEGEA, V7, P400
[8]   18-OXOFERRUGINOL FROM THE LEAF OF TORREYA-NUCIFERA [J].
HARRISON, LJ ;
ASAKAWA, Y .
PHYTOCHEMISTRY, 1987, 26 (04) :1211-1212
[9]  
HAYASHI T, 1971, CHEM COMMUN, P541
[10]   HORMINONE, TAXOQUINONE AND OTHER ROYLEANONES, OBTAINED FROM 2 ABYSSINIAN PLECTRANTHUS SPECIES (LABIATAE) [J].
HENSCH, M ;
RUEDI, P ;
EUGSTER, CH .
HELVETICA CHIMICA ACTA, 1975, 58 (07) :1921-1934