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A new C20 gibberellin in immature seeds of lupinus luteus

โœ Scribed by Koichi Koshimizu; Hiroshi Fukui; Toshiatsu Kusaki; Tetsuo Mitsui; Yukiyoshi Ogawa


Publisher
Elsevier Science
Year
1966
Tongue
French
Weight
173 KB
Volume
7
Category
Article
ISSN
0040-4039

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โœฆ Synopsis


Extracts of immature seeds of Lupinus found to possess biological activities luteus have been similar to the gibberellins (l-4). It was suggested from the chromatographic behavior and the characteristics of infrared spectra that the active principles were different from Cl9 gibberellins (5). We wish to report the isolation of a new gibberellin, "Lupinus gibberellin-I", from the seeds, and to propose the structure shown as I for the gibberellin. The method of isolation followed that of MacMillan et al. (6). The fraction eluted from the charcoal-celite column with water containing 59-62 96 acetone was rechromatographed on silica-celite. Elution with 50-55 % ethyl acetate in chloroform yielded 35 mg. of Lupinus gibberellin, (Ll), from 60 kg. of the seeds. Ll' (I), which formed needles from acetone, m.p. 240-242 O, gave elementary analysis


๐Ÿ“œ SIMILAR VOLUMES


Gibberellin A23 in immature seeds of lup
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Gibberellin-like substances have been shown to occur in iss&ure seeds of Lupinus Zuteus (1-4) and an attempt was made to purify two active principles, which were tentatively named as Lupinus gibberellin I and II (5) . The former structure, whose provisional name was \*\* renamed as gibberellin Al8

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Isolation and biological aotivlties of two novel gibberellins, Canavalla gibberellln-I and -11 (CG-I, CG-II) contained in Immature seeds of sword bean (Canavalia aladiata DC.) have been already reported (1). In this paper we wish to report the determination of their structures.

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On the treatment with acetic anhydride-pyridine at room temparature the four glucosldes gave the ccrresponding acetates. Chemical shifts in the NMR spectra of the glucosides and their acetates are summarized in Table. Esterification of a crystalline F-II tetraacetate (II), Cj~H40015H20\*\*, m.p. 20

Structure of new gibberellin glucoside i
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We have isolated seven gibberellin glucosides (1, 2) from immature seeds of morning-glory (Pharbitis nil) and elucidated the structures of six of them - (3). Now we wish to report the structure of a new gibberellin glucoside, tentatively termed F-VII.

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