NEUROTROPHIC SESQUITERPENE-NEOLIGNANS FROM MAGNOLIA-OBOVATA - STRUCTURE AND NEUROTROPHIC ACTIVITY

被引：75

作者：

FUKUYAMA, Y ^{[1
]}

OTOSHI, Y ^{[1
]}

MIYOSHI, K ^{[1
]}

NAKAMURA, K ^{[1
]}

KODAMA, M ^{[1
]}

NAGASAWA, M ^{[1
]}

HASEGAWA, T ^{[1
]}

OKAZAKI, H ^{[1
]}

SUGAWARA, M ^{[1
]}

机构：

[1] OTSUKA PHARMACEUT CO LTD,KAGASUNO,TOKUSHIMA 77101,JAPAN

来源：

TETRAHEDRON | 1992年 / 48卷 / 03期

关键词：

D O I：

10.1016/S0040-4020(01)89002-5

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

Novel sesquiterpene-neolignans, audesobovatols A (1) and B (2) cudesmagnolol (3), eudeshonokiols A (4) and B (5), clovanemagnolol (6), and caryolanemagnolol (7), have been isolated from the bark of Magnolia obovata. Their structures were elucidated to be sesquiterpenes (eudesmol, 4,4,8-trimethyltricyclo [6.3.1.0(2,5)] dodecane-1,9-diol, and clovanediol) combined through ether bond with neolignans such as obovatol, honokiol, and magnolol on the basis of spectral data, degradation, and/or synthesis. Compounds I, 6, and 7 were found to exhibit interesting neurotrophic activity on a neuronal cell culture system derived from fetal rat hemisphere.

引用

页码：377 / 392

页数：16

共 25 条

[1] SESQUITERPENOIDS .3. THE STEREOCHEMISTRY OF CARYOPHYLLENE [J].

AEBI, A ;

BARTON, DHR ;

LINDSEY, AS .

JOURNAL OF THE CHEMICAL SOCIETY, 1953, (OCT) :3124-3129

[2] MITOTIC NEUROBLASTS IN DISSOCIATED CELL-CULTURES FROM EMBRYONIC RAT CEREBRAL HEMISPHERES EXPRESS NEUROFILAMENT PROTEIN [J].

ASOU, H ;

IWASAKI, N ;

HIRANO, S ;

DAHL, D .

BRAIN RESEARCH, 1985, 332 (02) :355-357

[3]

BARTON DHR, 1957, Q REV, P2265

[4]

ELFERALY FS, 1978, LLOYDIA, V41, P442

[5] RAPID RADIOCHEMICAL METHOD FOR DETERMINATION OF CHOLINE-ACETYLTRANSFERASE [J].

FONNUM, F .

JOURNAL OF NEUROCHEMISTRY, 1975, 24 (02) :407-409

[6]

FUJITA M, 1972, CHEM PHARM BULL, V20, P212, DOI 10.1248/cpb.20.212

[7] STUDIES ON COMPONENTS OF MAGNOLIA-OBOVATA THUNB .1. COMPONENTS OF ESSENTIAL OIL OF BARK [J].

FUJITA, M ;

ITOKAWA, H ;

SASHIDA, Y .

YAKUGAKU ZASSHI-JOURNAL OF THE PHARMACEUTICAL SOCIETY OF JAPAN, 1973, 93 (04) :415-421

[8] STUDIES ON COMPONENTS OF MAGNOLIA-OBOVATA THUNB .3. OCCURRENCE OF MAGNOLOL AND HONOKIOL IN MAGNOLIA-OBOVATA AND OTHER ALLIED PLANTS [J].

FUJITA, M ;

ITOKAWA, H ;

SASHIDA, Y .

YAKUGAKU ZASSHI-JOURNAL OF THE PHARMACEUTICAL SOCIETY OF JAPAN, 1973, 93 (04) :429-434

[9] STRUCTURE OF CLOVANEMAGNOLOL, A NOVEL NEUROTROPHIC SESQUITERPENE-NEOLIGNAN FROM MAGNOLIA-OBOVATA [J].

FUKUYAMA, Y ;

OTOSHI, Y ;

KODAMA, M ;

HASEGAWA, T ;

OKAZAKI, H .

TETRAHEDRON LETTERS, 1990, 31 (31) :4477-4480

[10] STRUCTURES OF EUDESMAGNOLOL AND EUDESHONOKIOL, NOVEL SESQUITERPENE-NEOLIGNANS ISOLATED FROM MAGNOLIA-OBOVATA [J].

FUKUYAMA, Y ;

OTOSHI, Y ;

NAKAMURA, K ;

KODAMA, M ;

SUGAWARA, M ;

NAGASAWA, M .

CHEMISTRY LETTERS, 1990, (02) :295-296

← 1 2 3 →