STUDIES ON THE CONSTITUENTS OF ORCHIDACEOUS PLANTS .9. CONSTITUENTS OF SPIRANTHES-SINENSIS (PERS) AMES VAR AMOENA (BIEBERSON,M.) HARA .2. STRUCTURES OF SPIRANTHESOL, SPIRANTHOQUINONE, SPIRANTHOL-C, AND SPIRASINEOL-B, NEW ISOPENTENYLDIHYDROPHENANTHRENES

被引：15

作者：

TEZUKA, Y ^{[1
]}

JI, L ^{[1
]}

HIRANO, H ^{[1
]}

UEDA, M ^{[1
]}

NAGASHIMA, K ^{[1
]}

KIKUCHI, T ^{[1
]}

机构：

[1] TOYAMA MED & PHARMACEUT UNIV, WAKAN YAKU RES INST, SUGITANI, TOYAMA 93001, JAPAN

来源：

CHEMICAL & PHARMACEUTICAL BULLETIN | 1990年 / 38卷 / 03期

关键词：

dihydrophenanthrene; dimeric dihydrophenanthrene; HMBC; Orchidaceae; Spiranthes sinensis var. amoena; spirantheso; spiranthol-C; spiranthoquinone; spirasineol-B;

D O I：

10.1248/cpb.38.629

中图分类号：

R914 [药物化学];

学科分类号：

100701 ;

摘要：

Four new dihydrophenanthrene derivatives, spiranthesol, spiranthoquinone, spiranthol-C, and spirasineol-B, were isolated from the roots of Spiranthes sinensis (PERS.) Ames var. amoena (M. BIEBERSON) Hara (Japanese name “nezibana”). The structures 1, 2, 3, and 4 were proposed for these compounds, respectively, on the basis of spectroscopic data obtained by various methods including 1H-detected heteronuclear multiple-bond multiple-quantum coherence (HMBC) spectroscopy. Chemical conversions of spiranthol-A to spiranthol-C and spiranthoquinone and of spirasineol-A to spirasineol-B are also described. © 1990, The Pharmaceutical Society of Japan. All rights reserved.

引用

页码：629 / 635

页数：7

共 19 条

[1] BAI L, 1989, 109TH ANN M PHARM SO, V3, P204
[2] H-1 AND C-13 ASSIGNMENTS FROM SENSITIVITY-ENHANCED DETECTION OF HETERONUCLEAR MULTIPLE-BOND CONNECTIVITY BY 2D MULTIPLE QUANTUM NMR
BAX, A
SUMMERS, MF
[J]. JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1986, 108 (08) : 2093 - 2094
[3] Breitmaier E, 1987, CARBON 13 NMR SPECTR, P140
[4] SPECTRA AND STEREOCHEMISTRY .6. A NOVEL CLEAVAGE OF RING D DURING DEHYDROGENATION OF ESTRONE METHYL ETHER
CROSS, AD
CARPIO, H
CRABBE, P
[J]. JOURNAL OF THE CHEMICAL SOCIETY, 1963, (NOV): : 5539 - &
[5] PHENOL DEHYDROGENATION .11. INTRAMOLECULAR OXIDATIVE COUPLING OF DIHYDROPICEATANNOL
ERDTMAN, H
RONLAN, A
[J]. ACTA CHEMICA SCANDINAVICA, 1969, 23 (01): : 249 - &
[6] SYNTHESIS AND REACTIONS OF ISOPRENYL TERMINAL EPOXIDES IN CHROMONE AND QUINOLINE SERIES
GRUNDON, MF
OKELY, HM
[J]. JOURNAL OF THE CHEMICAL SOCIETY-PERKIN TRANSACTIONS 1, 1975, (02): : 150 - 154
[7] WELKSTOFFE UND ANTIBIOTIKA .28. SYNTHESE VON 2,4-DIMETHOXY-6-HYDROXY-PHENANTHREN UND KONSTITUTION DES ORCHINOLS
HARDEGGER, E
BILAND, HR
CORRODI, H
[J]. HELVETICA CHIMICA ACTA, 1963, 46 (04) : 1354 - &
[8] WELKSTOFFE UND ANTIBIOTIKA .27. UBER INDUZIERTE ABWEHRSTOFFE BEI ORCHIDEEN II
HARDEGGER, E
CORRODI, H
SCHELLENBAUM, M
[J]. HELVETICA CHIMICA ACTA, 1963, 46 (04) : 1171 - &
[9] KALINOWSKI HO, 1988, CARBON 13 NMR SPECTR, P523
[10] KAN WS, 1968, MANUAL VEGETABLE D 3, P84

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