ent-Kaurane diterpenoids from Isodon japonicus

Seong Su Hong; Seon A. Lee; Xiang Hua Han; Ji Sang Hwang; Chul Lee; Dongho Lee; Jin Tae Hong; Youngsoo Kim; Heesoon Lee; Bang Yeon Hwang

doi:10.1021/np0705965

ent-Kaurane diterpenoids from Isodon japonicus

Seong Su Hong, Seon A. Lee, Xiang Hua Han, Ji Sang Hwang, Chul Lee, Dongho Lee, Jin Tae Hong, Youngsoo Kim, Heesoon Lee, Bang Yeon Hwang

Department of Biosystems and Biotechnology

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

34 Citations (Scopus)

Abstract

Five ent-kaurane diterpenoids, 6β,7β,14β-trihydroxy- 1α,19-diacetoxy-7α,20-epoxy-ent-kaur-16-en-15-one (1), 1α,6β,7β-trihydroxy-11α,19-diacetoxy-7α, 20-epoxy-ent-kaur-16-en-15-one (2), 6-hydroxy-1α,19-diacetoxy-6,7-seco- ent-kaur-16-en-15-one-7,20-olide (3), 19-hydroxy-1α,6-diacetoxy-6,7-seco- ent-kaur-16-en-15-one-7,20-olide (4), and 6-aldehyde1α,19-diacetoxy-6,7- seco-ent-kaur-16-en-15-one-7,20-olide (5), along with 10 known ent-kaurane diterpenoids, pseurata C (6), longikaurin C (7), effusanin C (8), longikaurin B (9), longikaurin D (10), effusanin D (11), excisanin B (12), lasiokaurin (13), megathyrin A (14), and loxothyrin A (15), were isolated from the aerial parts of Isodon japonicus. Their structures were determined on the basis of spectroscopic (1D-, 2D-NMR and MS) and chemical evidence. The isolates were evaluated for their inhibitory effects on LPS-induced production of nitric oxide in murine macrophage RAW264.7 cells.

Original language	English
Pages (from-to)	1055-1058
Number of pages	4
Journal	Journal of Natural Products
Volume	71
Issue number	6
DOIs	https://doi.org/10.1021/np0705965
Publication status	Published - 2008 Jun

ASJC Scopus subject areas

Analytical Chemistry
Molecular Medicine
Pharmacology
Pharmaceutical Science
Drug Discovery
Complementary and alternative medicine
Organic Chemistry

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10.1021/np0705965

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@article{99d10c403c194e0b99435afe51213b4b,

title = "ent-Kaurane diterpenoids from Isodon japonicus",

abstract = "Five ent-kaurane diterpenoids, 6β,7β,14β-trihydroxy- 1α,19-diacetoxy-7α,20-epoxy-ent-kaur-16-en-15-one (1), 1α,6β,7β-trihydroxy-11α,19-diacetoxy-7α, 20-epoxy-ent-kaur-16-en-15-one (2), 6-hydroxy-1α,19-diacetoxy-6,7-seco- ent-kaur-16-en-15-one-7,20-olide (3), 19-hydroxy-1α,6-diacetoxy-6,7-seco- ent-kaur-16-en-15-one-7,20-olide (4), and 6-aldehyde1α,19-diacetoxy-6,7- seco-ent-kaur-16-en-15-one-7,20-olide (5), along with 10 known ent-kaurane diterpenoids, pseurata C (6), longikaurin C (7), effusanin C (8), longikaurin B (9), longikaurin D (10), effusanin D (11), excisanin B (12), lasiokaurin (13), megathyrin A (14), and loxothyrin A (15), were isolated from the aerial parts of Isodon japonicus. Their structures were determined on the basis of spectroscopic (1D-, 2D-NMR and MS) and chemical evidence. The isolates were evaluated for their inhibitory effects on LPS-induced production of nitric oxide in murine macrophage RAW264.7 cells.",

author = "Hong, {Seong Su} and Lee, {Seon A.} and Han, {Xiang Hua} and Hwang, {Ji Sang} and Chul Lee and Dongho Lee and Hong, {Jin Tae} and Youngsoo Kim and Heesoon Lee and Hwang, {Bang Yeon}",

year = "2008",

month = jun,

doi = "10.1021/np0705965",

language = "English",

volume = "71",

pages = "1055--1058",

journal = "Journal of Natural Products",

issn = "0163-3864",

publisher = "American Chemical Society",

number = "6",

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AU - Hong, Seong Su

AU - Lee, Seon A.

AU - Han, Xiang Hua

AU - Hwang, Ji Sang

AU - Lee, Chul

AU - Lee, Dongho

AU - Hong, Jin Tae

AU - Kim, Youngsoo

AU - Lee, Heesoon

AU - Hwang, Bang Yeon

PY - 2008/6

Y1 - 2008/6

N2 - Five ent-kaurane diterpenoids, 6β,7β,14β-trihydroxy- 1α,19-diacetoxy-7α,20-epoxy-ent-kaur-16-en-15-one (1), 1α,6β,7β-trihydroxy-11α,19-diacetoxy-7α, 20-epoxy-ent-kaur-16-en-15-one (2), 6-hydroxy-1α,19-diacetoxy-6,7-seco- ent-kaur-16-en-15-one-7,20-olide (3), 19-hydroxy-1α,6-diacetoxy-6,7-seco- ent-kaur-16-en-15-one-7,20-olide (4), and 6-aldehyde1α,19-diacetoxy-6,7- seco-ent-kaur-16-en-15-one-7,20-olide (5), along with 10 known ent-kaurane diterpenoids, pseurata C (6), longikaurin C (7), effusanin C (8), longikaurin B (9), longikaurin D (10), effusanin D (11), excisanin B (12), lasiokaurin (13), megathyrin A (14), and loxothyrin A (15), were isolated from the aerial parts of Isodon japonicus. Their structures were determined on the basis of spectroscopic (1D-, 2D-NMR and MS) and chemical evidence. The isolates were evaluated for their inhibitory effects on LPS-induced production of nitric oxide in murine macrophage RAW264.7 cells.

AB - Five ent-kaurane diterpenoids, 6β,7β,14β-trihydroxy- 1α,19-diacetoxy-7α,20-epoxy-ent-kaur-16-en-15-one (1), 1α,6β,7β-trihydroxy-11α,19-diacetoxy-7α, 20-epoxy-ent-kaur-16-en-15-one (2), 6-hydroxy-1α,19-diacetoxy-6,7-seco- ent-kaur-16-en-15-one-7,20-olide (3), 19-hydroxy-1α,6-diacetoxy-6,7-seco- ent-kaur-16-en-15-one-7,20-olide (4), and 6-aldehyde1α,19-diacetoxy-6,7- seco-ent-kaur-16-en-15-one-7,20-olide (5), along with 10 known ent-kaurane diterpenoids, pseurata C (6), longikaurin C (7), effusanin C (8), longikaurin B (9), longikaurin D (10), effusanin D (11), excisanin B (12), lasiokaurin (13), megathyrin A (14), and loxothyrin A (15), were isolated from the aerial parts of Isodon japonicus. Their structures were determined on the basis of spectroscopic (1D-, 2D-NMR and MS) and chemical evidence. The isolates were evaluated for their inhibitory effects on LPS-induced production of nitric oxide in murine macrophage RAW264.7 cells.

UR - http://www.scopus.com/inward/record.url?scp=47549101295&partnerID=8YFLogxK

U2 - 10.1021/np0705965

DO - 10.1021/np0705965

M3 - Article

C2 - 18491868

AN - SCOPUS:47549101295

SN - 0163-3864

VL - 71

SP - 1055

EP - 1058

JO - Journal of Natural Products

JF - Journal of Natural Products

IS - 6

ER -

ent-Kaurane diterpenoids from Isodon japonicus

Abstract

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