Lobocrassins A-E: New cembrane-type diterpenoids from the soft coral Lobophytum crassum

Chia Ying Kao; Jui Hsin Su; Mei Chin Lu; Tsong Long Hwang; Wei Hsien Wang; Jih Jung Chen; Jyh Horng Sheu; Yueh Hsiung Kuo; Ching Feng Weng; Lee Shing Fang; Zhi Hong Wen; Ping Jyun Sung

doi:10.3390/md9081319

Lobocrassins A-E: New cembrane-type diterpenoids from the soft coral Lobophytum crassum

Chia Ying Kao
, Jui Hsin Su
, Mei Chin Lu
, Tsong Long Hwang
, Wei Hsien Wang
, Jih Jung Chen
, Jyh Horng Sheu
, Yueh Hsiung Kuo
, Ching Feng Weng
, Lee Shing Fang
, Zhi Hong Wen
, Ping Jyun Sung^*

^*Corresponding author for this work

School of Traditional Chinese Medicine

National Dong Hwa University
National Museum of Marine Biology and Aquarium, Taiwan
National Sun Yat-sen University
Tajen University
China Medical University Taichung
Cheng Shiu University Taiwan

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

41 Scopus citations

Abstract

Five new cembrane-type diterpenoids, lobocrassins A-E (1-5), were isolated from the soft coral Lobophytum crassum. The structures of cembranes 1-5 were established by spectroscopic and chemical methods and by comparison of the spectral data with those of known cembrane analogues. Lobocrassin A (1) is the first cembranoid possessing an α-chloromethyl-α-hydroxy-γ- lactone functionality and is the first chlorinated cembranoid from soft corals belonging to the genus Lobophytum. Lobocrassins B (2) and C (3) were found to be the stereoisomers of the known cembranes, 14-deoxycrassin (6) and pseudoplexaurol (7), respectively. Lobocrassin B (2) exhibited modest cytotoxicity toward K562, CCRF-CEM, Molt4, and HepG2 tumor cells and displayed significant inhibitory effects on the generation of superoxide anion and the release of elastase by human neutrophils.

Original language	English
Pages (from-to)	1319-1331
Number of pages	13
Journal	Marine Drugs
Volume	9
Issue number	8
DOIs	https://doi.org/10.3390/md9081319
State	Published - 08 2011

Keywords

Cembrane
Cytotoxicity
Elastase
Lobocrassin
Lobophytum crassum
Superoxide anion

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10.3390/md9081319

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title = "Lobocrassins A-E: New cembrane-type diterpenoids from the soft coral Lobophytum crassum",

abstract = "Five new cembrane-type diterpenoids, lobocrassins A-E (1-5), were isolated from the soft coral Lobophytum crassum. The structures of cembranes 1-5 were established by spectroscopic and chemical methods and by comparison of the spectral data with those of known cembrane analogues. Lobocrassin A (1) is the first cembranoid possessing an α-chloromethyl-α-hydroxy-γ- lactone functionality and is the first chlorinated cembranoid from soft corals belonging to the genus Lobophytum. Lobocrassins B (2) and C (3) were found to be the stereoisomers of the known cembranes, 14-deoxycrassin (6) and pseudoplexaurol (7), respectively. Lobocrassin B (2) exhibited modest cytotoxicity toward K562, CCRF-CEM, Molt4, and HepG2 tumor cells and displayed significant inhibitory effects on the generation of superoxide anion and the release of elastase by human neutrophils.",

keywords = "Cembrane, Cytotoxicity, Elastase, Lobocrassin, Lobophytum crassum, Superoxide anion",

author = "Kao, \{Chia Ying\} and Su, \{Jui Hsin\} and Lu, \{Mei Chin\} and Hwang, \{Tsong Long\} and Wang, \{Wei Hsien\} and Chen, \{Jih Jung\} and Sheu, \{Jyh Horng\} and Kuo, \{Yueh Hsiung\} and Weng, \{Ching Feng\} and Fang, \{Lee Shing\} and Wen, \{Zhi Hong\} and Sung, \{Ping Jyun\}",

year = "2011",

month = aug,

doi = "10.3390/md9081319",

language = "英语",

volume = "9",

pages = "1319--1331",

journal = "Marine Drugs",

issn = "1660-3397",

publisher = "Multidisciplinary Digital Publishing Institute (MDPI)",

number = "8",

}

TY - JOUR

T1 - Lobocrassins A-E

T2 - New cembrane-type diterpenoids from the soft coral Lobophytum crassum

AU - Kao, Chia Ying

AU - Su, Jui Hsin

AU - Lu, Mei Chin

AU - Hwang, Tsong Long

AU - Wang, Wei Hsien

AU - Chen, Jih Jung

AU - Sheu, Jyh Horng

AU - Kuo, Yueh Hsiung

AU - Weng, Ching Feng

AU - Fang, Lee Shing

AU - Wen, Zhi Hong

AU - Sung, Ping Jyun

PY - 2011/8

Y1 - 2011/8

N2 - Five new cembrane-type diterpenoids, lobocrassins A-E (1-5), were isolated from the soft coral Lobophytum crassum. The structures of cembranes 1-5 were established by spectroscopic and chemical methods and by comparison of the spectral data with those of known cembrane analogues. Lobocrassin A (1) is the first cembranoid possessing an α-chloromethyl-α-hydroxy-γ- lactone functionality and is the first chlorinated cembranoid from soft corals belonging to the genus Lobophytum. Lobocrassins B (2) and C (3) were found to be the stereoisomers of the known cembranes, 14-deoxycrassin (6) and pseudoplexaurol (7), respectively. Lobocrassin B (2) exhibited modest cytotoxicity toward K562, CCRF-CEM, Molt4, and HepG2 tumor cells and displayed significant inhibitory effects on the generation of superoxide anion and the release of elastase by human neutrophils.

AB - Five new cembrane-type diterpenoids, lobocrassins A-E (1-5), were isolated from the soft coral Lobophytum crassum. The structures of cembranes 1-5 were established by spectroscopic and chemical methods and by comparison of the spectral data with those of known cembrane analogues. Lobocrassin A (1) is the first cembranoid possessing an α-chloromethyl-α-hydroxy-γ- lactone functionality and is the first chlorinated cembranoid from soft corals belonging to the genus Lobophytum. Lobocrassins B (2) and C (3) were found to be the stereoisomers of the known cembranes, 14-deoxycrassin (6) and pseudoplexaurol (7), respectively. Lobocrassin B (2) exhibited modest cytotoxicity toward K562, CCRF-CEM, Molt4, and HepG2 tumor cells and displayed significant inhibitory effects on the generation of superoxide anion and the release of elastase by human neutrophils.

KW - Cembrane

KW - Cytotoxicity

KW - Elastase

KW - Lobocrassin

KW - Lobophytum crassum

KW - Superoxide anion

UR - https://www.scopus.com/pages/publications/80052251143

U2 - 10.3390/md9081319

DO - 10.3390/md9081319

M3 - 文章

C2 - 21892347

AN - SCOPUS:80052251143

SN - 1660-3397

VL - 9

SP - 1319

EP - 1331

JO - Marine Drugs

JF - Marine Drugs

IS - 8

ER -

Lobocrassins A-E: New cembrane-type diterpenoids from the soft coral Lobophytum crassum

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Keywords

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