Diterpenes from leaves of Juniperus chinensis

Fang Jim-Min, Lee Ching-Kuo, Cheng Yu-Shia

Research output: Contribution to journalArticle

22 Citations (Scopus)

Abstract

Sixteen diterpenes, a norditerpene and a secoditerpene were isolated from the leaves of Juniperus chinensis. The structures of new compounds abieta-8,11,13-trien-7β-ol, 13β-hydroxy-7-oxoabiet-8(14)β-en-19,6β-olide (juniperolide), 6,13β-dihydroxy-7-oxoabieta-5,8(14)-dien-19-al (juniperal), 15-oxo-16-norabieta-7,13-dien-19,6β-olide (norjuniperolide), 13β,14β-epoxy-8-oxo-7,8-secoabietan-7,19-olide (secojuniperolide) and 11β-hydroxy-14-oxochinan-19-al (chinanoxal) were determined by spectral methods and X-ray crystallography. Besides the sempervirane, abietane and totarane types having the isopropyl group, respectively, at the C-12, C-13 and C-14 positions, the remaining chinanetype diterpene having an isopropyl group at C-11 is first reported. Occurrence of all four types of diterpenes in this plant is significant.

Original languageEnglish
Pages (from-to)1169-1172
Number of pages4
JournalPhytochemistry
Volume33
Issue number5
DOIs
Publication statusPublished - Jul 23 1993
Externally publishedYes

Fingerprint

Juniperus chinensis
Juniperus
Diterpenes
diterpenoids
leaves
Abietane Diterpenes
Trientine
X ray crystallography
X Ray Crystallography
epoxides
X-ray diffraction

Keywords

  • abietane-type
  • chinane-type.
  • Cupressaceae
  • diterpenes
  • Juniperus chinensis
  • leaves
  • norditerpene
  • secoditerpene
  • sempervirane-type
  • totarane-type

ASJC Scopus subject areas

  • Plant Science
  • Biochemistry
  • Molecular Biology
  • Organic Chemistry
  • Drug Discovery

Cite this

Diterpenes from leaves of Juniperus chinensis. / Jim-Min, Fang; Ching-Kuo, Lee; Yu-Shia, Cheng.

In: Phytochemistry, Vol. 33, No. 5, 23.07.1993, p. 1169-1172.

Research output: Contribution to journalArticle

Jim-Min, Fang ; Ching-Kuo, Lee ; Yu-Shia, Cheng. / Diterpenes from leaves of Juniperus chinensis. In: Phytochemistry. 1993 ; Vol. 33, No. 5. pp. 1169-1172.
@article{50659f1ce06844f7b352756bb6b993fe,
title = "Diterpenes from leaves of Juniperus chinensis",
abstract = "Sixteen diterpenes, a norditerpene and a secoditerpene were isolated from the leaves of Juniperus chinensis. The structures of new compounds abieta-8,11,13-trien-7β-ol, 13β-hydroxy-7-oxoabiet-8(14)β-en-19,6β-olide (juniperolide), 6,13β-dihydroxy-7-oxoabieta-5,8(14)-dien-19-al (juniperal), 15-oxo-16-norabieta-7,13-dien-19,6β-olide (norjuniperolide), 13β,14β-epoxy-8-oxo-7,8-secoabietan-7,19-olide (secojuniperolide) and 11β-hydroxy-14-oxochinan-19-al (chinanoxal) were determined by spectral methods and X-ray crystallography. Besides the sempervirane, abietane and totarane types having the isopropyl group, respectively, at the C-12, C-13 and C-14 positions, the remaining chinanetype diterpene having an isopropyl group at C-11 is first reported. Occurrence of all four types of diterpenes in this plant is significant.",
keywords = "abietane-type, chinane-type., Cupressaceae, diterpenes, Juniperus chinensis, leaves, norditerpene, secoditerpene, sempervirane-type, totarane-type, abietane-type, chinane-type., Cupressaceae, diterpenes, Juniperus chinensis, leaves, norditerpene, secoditerpene, sempervirane-type, totarane-type",
author = "Fang Jim-Min and Lee Ching-Kuo and Cheng Yu-Shia",
year = "1993",
month = "7",
day = "23",
doi = "10.1016/0031-9422(93)85043-Q",
language = "English",
volume = "33",
pages = "1169--1172",
journal = "Phytochemistry",
issn = "0031-9422",
publisher = "Elsevier Limited",
number = "5",

}

TY - JOUR

T1 - Diterpenes from leaves of Juniperus chinensis

AU - Jim-Min, Fang

AU - Ching-Kuo, Lee

AU - Yu-Shia, Cheng

PY - 1993/7/23

Y1 - 1993/7/23

N2 - Sixteen diterpenes, a norditerpene and a secoditerpene were isolated from the leaves of Juniperus chinensis. The structures of new compounds abieta-8,11,13-trien-7β-ol, 13β-hydroxy-7-oxoabiet-8(14)β-en-19,6β-olide (juniperolide), 6,13β-dihydroxy-7-oxoabieta-5,8(14)-dien-19-al (juniperal), 15-oxo-16-norabieta-7,13-dien-19,6β-olide (norjuniperolide), 13β,14β-epoxy-8-oxo-7,8-secoabietan-7,19-olide (secojuniperolide) and 11β-hydroxy-14-oxochinan-19-al (chinanoxal) were determined by spectral methods and X-ray crystallography. Besides the sempervirane, abietane and totarane types having the isopropyl group, respectively, at the C-12, C-13 and C-14 positions, the remaining chinanetype diterpene having an isopropyl group at C-11 is first reported. Occurrence of all four types of diterpenes in this plant is significant.

AB - Sixteen diterpenes, a norditerpene and a secoditerpene were isolated from the leaves of Juniperus chinensis. The structures of new compounds abieta-8,11,13-trien-7β-ol, 13β-hydroxy-7-oxoabiet-8(14)β-en-19,6β-olide (juniperolide), 6,13β-dihydroxy-7-oxoabieta-5,8(14)-dien-19-al (juniperal), 15-oxo-16-norabieta-7,13-dien-19,6β-olide (norjuniperolide), 13β,14β-epoxy-8-oxo-7,8-secoabietan-7,19-olide (secojuniperolide) and 11β-hydroxy-14-oxochinan-19-al (chinanoxal) were determined by spectral methods and X-ray crystallography. Besides the sempervirane, abietane and totarane types having the isopropyl group, respectively, at the C-12, C-13 and C-14 positions, the remaining chinanetype diterpene having an isopropyl group at C-11 is first reported. Occurrence of all four types of diterpenes in this plant is significant.

KW - abietane-type

KW - chinane-type.

KW - Cupressaceae

KW - diterpenes

KW - Juniperus chinensis

KW - leaves

KW - norditerpene

KW - secoditerpene

KW - sempervirane-type

KW - totarane-type

KW - abietane-type

KW - chinane-type.

KW - Cupressaceae

KW - diterpenes

KW - Juniperus chinensis

KW - leaves

KW - norditerpene

KW - secoditerpene

KW - sempervirane-type

KW - totarane-type

UR - http://www.scopus.com/inward/record.url?scp=43949161959&partnerID=8YFLogxK

UR - http://www.scopus.com/inward/citedby.url?scp=43949161959&partnerID=8YFLogxK

U2 - 10.1016/0031-9422(93)85043-Q

DO - 10.1016/0031-9422(93)85043-Q

M3 - Article

AN - SCOPUS:43949161959

VL - 33

SP - 1169

EP - 1172

JO - Phytochemistry

JF - Phytochemistry

SN - 0031-9422

IS - 5

ER -