Isolation and Structural Elucidation of a New Cyclitol Derivative, Streptol, as a Plant Growth Regulator

Akira IsoGAL; Shouhei Sakuda; Jiro Nakayama; Satoshi Watanabe; Akinori Suzuki

doi:10.1271/bbb1961.51.2277

Isolation and Structural Elucidation of a New Cyclitol Derivative, Streptol, as a Plant Growth Regulator

Akira IsoGAL, Shouhei Sakuda, Jiro Nakayama, Satoshi Watanabe, Akinori Suzuki

Research output: Contribution to journal › Article › peer-review

29 Citations (Scopus)

Abstract

A new cyclitol derivative, streptol (1), was isolated from a culture filtrate of an unidentified Streptomyces sp., and the structure of 1 was determined as 1d-(1,2,4/3)-5- hydroxymethyl-5-cyclohexene-l,2,3,4-tetrol. This structure was elucidated with NMR and MS spectrometry, and the absolute configuration was determined from the CD spectrum of the tetrabenzoate of the hydrogenolized compound of 1. Streptol inhibited the root growth of lettuce seedlings at a concentration above 13 ppm.

Original language	English
Pages (from-to)	2277-2279
Number of pages	3
Journal	Agricultural and Biological Chemistry
Volume	51
Issue number	8
DOIs	https://doi.org/10.1271/bbb1961.51.2277
Publication status	Published - 1987
Externally published	Yes

All Science Journal Classification (ASJC) codes

Biochemistry, Genetics and Molecular Biology(all)
Agricultural and Biological Sciences(all)

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10.1271/bbb1961.51.2277

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title = "Isolation and Structural Elucidation of a New Cyclitol Derivative, Streptol, as a Plant Growth Regulator",

abstract = "A new cyclitol derivative, streptol (1), was isolated from a culture filtrate of an unidentified Streptomyces sp., and the structure of 1 was determined as 1d-(1,2,4/3)-5- hydroxymethyl-5-cyclohexene-l,2,3,4-tetrol. This structure was elucidated with NMR and MS spectrometry, and the absolute configuration was determined from the CD spectrum of the tetrabenzoate of the hydrogenolized compound of 1. Streptol inhibited the root growth of lettuce seedlings at a concentration above 13 ppm.",

author = "Akira IsoGAL and Shouhei Sakuda and Jiro Nakayama and Satoshi Watanabe and Akinori Suzuki",

year = "1987",

doi = "10.1271/bbb1961.51.2277",

language = "English",

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pages = "2277--2279",

journal = "Bioscience, Biotechnology and Biochemistry",

issn = "0916-8451",

publisher = "Japan Society for Bioscience Biotechnology and Agrochemistry",

number = "8",

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T1 - Isolation and Structural Elucidation of a New Cyclitol Derivative, Streptol, as a Plant Growth Regulator

AU - IsoGAL, Akira

AU - Sakuda, Shouhei

AU - Nakayama, Jiro

AU - Watanabe, Satoshi

AU - Suzuki, Akinori

PY - 1987

Y1 - 1987

N2 - A new cyclitol derivative, streptol (1), was isolated from a culture filtrate of an unidentified Streptomyces sp., and the structure of 1 was determined as 1d-(1,2,4/3)-5- hydroxymethyl-5-cyclohexene-l,2,3,4-tetrol. This structure was elucidated with NMR and MS spectrometry, and the absolute configuration was determined from the CD spectrum of the tetrabenzoate of the hydrogenolized compound of 1. Streptol inhibited the root growth of lettuce seedlings at a concentration above 13 ppm.

AB - A new cyclitol derivative, streptol (1), was isolated from a culture filtrate of an unidentified Streptomyces sp., and the structure of 1 was determined as 1d-(1,2,4/3)-5- hydroxymethyl-5-cyclohexene-l,2,3,4-tetrol. This structure was elucidated with NMR and MS spectrometry, and the absolute configuration was determined from the CD spectrum of the tetrabenzoate of the hydrogenolized compound of 1. Streptol inhibited the root growth of lettuce seedlings at a concentration above 13 ppm.

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SN - 0916-8451

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EP - 2279

JO - Bioscience, Biotechnology and Biochemistry

JF - Bioscience, Biotechnology and Biochemistry

IS - 8

ER -

Isolation and Structural Elucidation of a New Cyclitol Derivative, Streptol, as a Plant Growth Regulator

Abstract

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