REVISION OF THE STRUCTURE OF RAPHANUSANINS, PHOTOTROPISM-REGULATING SUBSTANCES OF RADISH HYPOCOTYLS

被引：15

作者：

HARADA, N

HAGIWARA, H

ONO, H

UDA, H

OHBA, S

KUBOTA, M

NISHIYAMA, S

YAMAMURA, S

HASEGAWA, K

SAKODA, M

机构：

[1] KEIO UNIV,FAC SCI & TECHNOL,DEPT CHEM,YOKOHAMA,KANAGAWA 223,JAPAN

[2] UNIV TSUKUBA,INST APPL BIOCHEM,TSUKUBA 305,JAPAN

[3] KAGOSHIMA UNIV,COLL LIBERAL ARTS,DEPT BIOL,KAGOSHIMA 890,JAPAN

来源：

TETRAHEDRON LETTERS | 1991年 / 32卷 / 46期

关键词：

RAPHANUSANIN-A AND RAPHANUSANIN-B; X-RAY STRUCTURE ANALYSIS; GROWTH INHIBITOR; PHOTOTROPISM; RADISH HYPOCOTYLS;

D O I：

10.1016/S0040-4039(00)93595-0

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

The structures of raphanusanins A and B, growth inhibitors involved in phototropism of radish hypocotyls, were determined by X-ray crystallographic structure analysis and by spectral studies to be (3R*,6R*)- and (3R*,6S*)-3-[methoxy(methylthio)methyl]-2-pyrrolidinethione, respectively. Therefore, the previously proposed structure of these compounds of 2-piperidinethione skeleton should be revised.

引用

页码：6757 / 6760

页数：4

共 13 条

[1] PHOTOTROPISM INVOLVES A LATERAL GRADIENT OF GROWTH-INHIBITORS, NOT OF AUXIN - A REVIEW
BRUINSMA, J
HASEGAWA, K
[J]. ENVIRONMENTAL AND EXPERIMENTAL BOTANY, 1989, 29 (01) : 25 - 36
[2] A NEW THEORY OF PHOTOTROPISM - ITS REGULATION BY A LIGHT-INDUCED GRADIENT OF AUXIN-INHIBITING SUBSTANCES
BRUINSMA, J
HASEGAWA, K
[J]. PHYSIOLOGIA PLANTARUM, 1990, 79 (04) : 700 - 704
[3] PHOTOTROPISM IN HYPOCOTYLS OF RADISH .4. FLANK GROWTH AND LATERAL DISTRIBUTION OF CIS-RAPHANUSANINS AND TRANS-RAPHANUSANINS IN THE 1ST POSITIVE PHOTOTROPIC CURVATURE
HASEGAWA, K
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TANOUE, C
SANDO, S
TAKADA, M
SAKODA, M
HASHIMOTO, T
[J]. PLANT PHYSIOLOGY, 1987, 85 (02) : 379 - 382
[4] REVISION OF THE THEORY OF PHOTOTROPISM IN PLANTS - A NEW INTERPRETATION OF A CLASSICAL EXPERIMENT
HASEGAWA, K
SAKODA, M
BRUINSMA, J
[J]. PLANTA, 1989, 178 (04) : 540 - 544
[5] PHOTOTROPISM IN HYPOCOTYLS OF RADISH .1. ISOLATION AND IDENTIFICATION OF GROWTH-INHIBITORS, CIS-RAPHANUSANINS AND TRANS-RAPHANUSANINS AND RAPHANUSAMIDE, INVOLVED IN PHOTOTROPISM OF RADISH HYPOCOTYLS
HASEGAWA, K
NOGUCHI, H
IWAGAWA, T
HASE, T
[J]. PLANT PHYSIOLOGY, 1986, 81 (04) : 976 - 979
[6] ISOLATION AND IDENTIFICATION OF A NEW GROWTH INHIBITOR, RAPHANUSANIN, FROM RADISH SEEDLINGS AND ITS ROLE IN LIGHT INHIBITION OF HYPOCOTYL GROWTH
HASEGAWA, K
SHIIHARA, S
IWAGAWA, T
HASE, T
[J]. PLANT PHYSIOLOGY, 1982, 70 (02) : 626 - 628
[7] NISHIYAMA S, TETRAHEDRON LETT
[8] PHOTOTROPISM IN HYPOCOTYLS OF RADISH .2. ROLE OF CIS-RAPHANUSANINS AND TRANS-RAPHANUSANINS, AND RAPHANUSAMIDE IN PHOTOTROPISM OF RADISH HYPOCOTYLS
NOGUCHI, H
NISHITANI, K
BRUINSMA, J
HASEGAWA, K
[J]. PLANT PHYSIOLOGY, 1986, 81 (04) : 980 - 983
[9] PHOTOTROPISM IN HYPOCOTYLS OF RADISH .3. INFLUENCE OF UNILATERAL OR BILATERAL ILLUMINATION OF VARIOUS LIGHT INTENSITIES ON PHOTOTROPISM AND DISTRIBUTION OF CIS-RAPHANUSANINS AND TRANS-RAPHANUSANINS AND RAPHANUSAMIDE
NOGUCHI, H
HASEGAWA, K
[J]. PLANT PHYSIOLOGY, 1987, 83 (03) : 672 - 675
[10] THE OCCURRENCE IN PLANTS OF THE GROWTH-INHIBITORS, THE RAPHANUSANINS
SAKODA, M
HASEGAWA, K
ISHIZUKA, K
[J]. PHYTOCHEMISTRY, 1991, 30 (01) : 57 - 61

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