Leishmanicidal Active Constituents from Nepalese Medicinal Plant Tulsi (Ocimum sanctum L.)

被引:20
作者
Suzuki, Akiko [1 ]
Shirota, Osamu [2 ]
Mori, Kanami [2 ]
Sekita, Setsuko [2 ]
Fuchino, Hiroyuki [3 ]
Takano, Akihito [4 ]
Kuroyanagi, Masanori [1 ]
机构
[1] Prefectural Univ Hiroshima, Fac Life & Environm Sci, Hiroshima 7270023, Japan
[2] Tokushima Bunri Univ, Fac Pharmaceut Sci, Kagawa 7602193, Japan
[3] Natl Inst Biomed Innovat, Res Ctr Med Plant Resources, Tsukuba, Ibaraki 3050843, Japan
[4] Showa Pharmaceut Univ, Tokyo 1948543, Japan
关键词
Ocimum sanctum; Labiatae; leishmanicidal activity; neolignan; eugenol oligomer; NUCLEAR-MAGNETIC-RESONANCE; DEHYDRODIEUGENOLS;
D O I
10.1248/cpb.57.245
中图分类号
R914 [药物化学];
学科分类号
100701 ;
摘要
In the course of screening leishmanicidal active compounds from Asian and South American medicinal plants, a Nepalese medicinal plant, Tulsi (Ocimum sanctum L.), showed strong activity. We therefore studied the isolation and structural elucidation of the active constituents from O. sanctum L. From the ethyl acetate soluble fraction of the plant, seven new novel neolignan derivatives were isolated along with 16 known compounds. The structures of the new compounds (1-7) were elucidated as 6-allyl-3',8-dimethoxy-flavan-3,4'-diol (1), 6-allyl-3-(4-allyl-2-methoxyphenoxy)-3',8-dimethoxyflavan-4'-ol (2), 5-allyl-3-(4-allyl-2-methoxyphenoxymethyl)-2-(4-hy roxy-3-methoxyphenyl)-7-methoxy-2,3-dihydrobenzofuran (3), 1,2-bis(4-allyl-2-methoxyphenoxy)-3-(4-hydroxy-3-methoxyphenyl)-3-methoxypropane (4), 1-(4-hydroxy-3-methoxyphenyl)-1,2,3-tris(4-allyl-2-methoxyphenoxy)propane (5), 1-allyl-4-(5-allyl-2-hydroxy-3-methoxyphenoxy)-3-(4-allyl-2-methoxyphenoxy)-5-methoxybenzene (6), and 3-(5-allyl-2-hydroxy-3-methoxyphenyl)-1-(4-hydroxy-3-methoxyphenoxy)-prop-1-ene (7) by means of H-1-NMR, C-13- NMR, and 2D-NMR spectral data. Some of these compounds showed leishmanicidal activity.
引用
收藏
页码:245 / 251
页数:7
相关论文
共 20 条
[1]   ESTIMATION OF POPULATION AT RISK OF INFECTION AND NUMBER OF CASES OF LEISHMANIASIS [J].
ASHFORD, RW ;
DESJEUX, P ;
DERAADT, P .
PARASITOLOGY TODAY, 1992, 8 (03) :104-105
[2]   Anti-leishmanial activity of neolignans from Virola species and synthetic analogues [J].
Barata, LES ;
Santos, LS ;
Ferri, PH ;
Phillipson, JD ;
Paine, A ;
Croft, SL .
PHYTOCHEMISTRY, 2000, 55 (06) :589-595
[3]   Human leishmaniasis: Clinical, diagnostic, and chemotherapeutic developments in the last 10 years [J].
Berman, JD .
CLINICAL INFECTIOUS DISEASES, 1997, 24 (04) :684-703
[4]  
BHARDWAJ DK, 1978, CURR SCI INDIA, V47, P424
[5]   Plant natural products with leishmanicidal activity [J].
Chan-Bacab, MJ ;
Peña-Rodríguez, LM .
NATURAL PRODUCT REPORTS, 2001, 18 (06) :674-688
[6]   THE CHEMISTRY OF BRAZILIAN LAURACEAE .59. DEHYDRODIEUGENOLS FROM OCOTEA-CYMBARUM [J].
DEDIAZ, AMP ;
GOTTLIEB, HE ;
GOTTLIEB, OR .
PHYTOCHEMISTRY, 1980, 19 (04) :681-682
[7]  
FOO LY, 1989, PHYTOCHEMISTRY, V28, P1237, DOI 10.1016/0031-9422(89)80217-1
[8]   New sesquiterpene lactones from Elephantopus mollis and their leishmanicidal activities [J].
Fuchino, H ;
Koide, T ;
Takahashi, M ;
Sekita, S ;
Satake, M .
PLANTA MEDICA, 2001, 67 (07) :647-653
[9]   A new leishmanicidal saponin from Brunfelsia grandiflora [J].
Fuchino, Hiroyuki ;
Sekita, Setsuko ;
Mori, Kanami ;
Kawahara, Nobuo ;
Satake, Motoyoshi ;
Kiuchi, Fumiyuki .
CHEMICAL & PHARMACEUTICAL BULLETIN, 2008, 56 (01) :93-96
[10]  
FUJITA M, 1982, CHEM PHARM BULL, V30, P1151