1β-amino-2α,3β,5β-trihydroxycycloheptane from Physalis alkekengi var. francheti

Naoki Asano; Atsushi Kato; Haruhisa Kizu; Katsuhiko Matsui

doi:10.1016/0031-9422(96)00034-9

1β-amino-2α,3β,5β-trihydroxycycloheptane from Physalis alkekengi var. francheti

Naoki Asano^*, Atsushi Kato, Haruhisa Kizu, Katsuhiko Matsui

^*Corresponding author for this work

Hospital Pharmacy

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

21 Scopus citations

Abstract

A cycloheptane bearing an amino and three hydroxyl groups was isolated from the roots of Physalis alkekengi var. francheti, along with calystegins A₃, A₅, B₁, B₂, and B₃. By ¹H- and ¹C-NMR spectra, combined with extensive decoupling experiments. ¹H-¹³C COSY, and NOE enhancements, the structure of this cycloheptane was determined to be 1β-amino-2α,3β,5β- trihydroxycycloheptane. This compound may be a precursor of calystegin A₅ in the biosynthetic pathway or may occur from the enzymic reduction of the 5- aminocycloheptanone derived from the 1,5-bridge scission in calystegin A₅.

Original language	English
Pages (from-to)	719-721
Number of pages	3
Journal	Phytochemistry
Volume	42
Issue number	3
DOIs	https://doi.org/10.1016/0031-9422(96)00034-9
State	Published - 1996/06

Keywords

1β-amino- 2α,3β,5β-trihydroxycycloheptane
Physalis alkekengi var. francheti
Solanaceae
biosynthetic pathway
calystegin A
precursor

ASJC Scopus subject areas

Biochemistry
Molecular Biology
Plant Science
Horticulture

Access to Document

10.1016/0031-9422(96)00034-9

Cite this

@article{5511c17172ab4e5bac861a9ae1d83b18,

title = "1β-amino-2α,3β,5β-trihydroxycycloheptane from Physalis alkekengi var. francheti",

abstract = "A cycloheptane bearing an amino and three hydroxyl groups was isolated from the roots of Physalis alkekengi var. francheti, along with calystegins A3, A5, B1, B2, and B3. By 1H- and 1C-NMR spectra, combined with extensive decoupling experiments. 1H-13C COSY, and NOE enhancements, the structure of this cycloheptane was determined to be 1β-amino-2α,3β,5β- trihydroxycycloheptane. This compound may be a precursor of calystegin A5 in the biosynthetic pathway or may occur from the enzymic reduction of the 5- aminocycloheptanone derived from the 1,5-bridge scission in calystegin A5.",

keywords = "1β-amino- 2α,3β,5β-trihydroxycycloheptane, Physalis alkekengi var. francheti, Solanaceae, biosynthetic pathway, calystegin A, precursor",

author = "Naoki Asano and Atsushi Kato and Haruhisa Kizu and Katsuhiko Matsui",

year = "1996",

month = jun,

doi = "10.1016/0031-9422(96)00034-9",

language = "英語",

volume = "42",

pages = "719--721",

journal = "Phytochemistry",

issn = "0031-9422",

publisher = "Elsevier Ltd.",

number = "3",

}

TY - JOUR

T1 - 1β-amino-2α,3β,5β-trihydroxycycloheptane from Physalis alkekengi var. francheti

AU - Asano, Naoki

AU - Kato, Atsushi

AU - Kizu, Haruhisa

AU - Matsui, Katsuhiko

PY - 1996/6

Y1 - 1996/6

N2 - A cycloheptane bearing an amino and three hydroxyl groups was isolated from the roots of Physalis alkekengi var. francheti, along with calystegins A3, A5, B1, B2, and B3. By 1H- and 1C-NMR spectra, combined with extensive decoupling experiments. 1H-13C COSY, and NOE enhancements, the structure of this cycloheptane was determined to be 1β-amino-2α,3β,5β- trihydroxycycloheptane. This compound may be a precursor of calystegin A5 in the biosynthetic pathway or may occur from the enzymic reduction of the 5- aminocycloheptanone derived from the 1,5-bridge scission in calystegin A5.

AB - A cycloheptane bearing an amino and three hydroxyl groups was isolated from the roots of Physalis alkekengi var. francheti, along with calystegins A3, A5, B1, B2, and B3. By 1H- and 1C-NMR spectra, combined with extensive decoupling experiments. 1H-13C COSY, and NOE enhancements, the structure of this cycloheptane was determined to be 1β-amino-2α,3β,5β- trihydroxycycloheptane. This compound may be a precursor of calystegin A5 in the biosynthetic pathway or may occur from the enzymic reduction of the 5- aminocycloheptanone derived from the 1,5-bridge scission in calystegin A5.

KW - 1β-amino- 2α,3β,5β-trihydroxycycloheptane

KW - Physalis alkekengi var. francheti

KW - Solanaceae

KW - biosynthetic pathway

KW - calystegin A

KW - precursor

UR - http://www.scopus.com/inward/record.url?scp=0030158749&partnerID=8YFLogxK

U2 - 10.1016/0031-9422(96)00034-9

DO - 10.1016/0031-9422(96)00034-9

M3 - 学術論文

AN - SCOPUS:0030158749

SN - 0031-9422

VL - 42

SP - 719

EP - 721

JO - Phytochemistry

JF - Phytochemistry

IS - 3

ER -

1β-amino-2α,3β,5β-trihydroxycycloheptane from Physalis alkekengi var. francheti

Abstract

Keywords

ASJC Scopus subject areas

Access to Document

Fingerprint

Cite this