Bioactive Capnosanes and Cembranes from the Soft Coral Klyxum flaccidum

Two new capnosane-based diterpenoids, flaccidenol A (1) and 7-epi-pavidolide D (2), two new cembranoids, flaccidodioxide (3) and flaccidodiol (4), and three known compounds 5 to 7 were characterized from the marine soft coral Klyxum flaccidum, collected off the coast of the island of Pratas. The structures of the new compounds were determined by extensive spectroscopic analyses, including 1D and 2D nuclear magnetic resonance (NMR) spectroscopy, and spectroscopic data comparison with related structures. The rare capnosane diterpenoids were isolated herein from the genus Klyxum for the first time. The cytotoxicity of compounds 1 to 7 against the proliferation of a limited panel of cancer cell lines was assayed. The isolated diterpenoids also exhibited anti-inflammatory activity through suppression of superoxide anion generation and elastase release in the N-formyl-methionyl-leucyl-phenylalanine/cytochalasin B (fMLF/CB)-stimulated human neutrophils. Furthermore, 1 and 7 also exhibited cytotoxicity toward the tested cancer cells, and 7 could effectively inhibit elastase release. It is worth noting that the biological activities of 7 are reported for the first time in this paper.

Medienart:

E-Artikel

Erscheinungsjahr:

2019

Erschienen:

2019

Enthalten in:

Zur Gesamtaufnahme - volume:17

Enthalten in:

Marine drugs - 17(2019), 8 vom: 07. Aug.

Sprache:

Englisch

Beteiligte Personen:

Tseng, Wan-Ru [VerfasserIn]
Ahmed, Atallah F [VerfasserIn]
Huang, Chiung-Yao [VerfasserIn]
Tsai, Yi-Ying [VerfasserIn]
Tai, Chi-Jen [VerfasserIn]
Orfali, Raha S [VerfasserIn]
Hwang, Tsong-Long [VerfasserIn]
Wang, Yi-Hsuan [VerfasserIn]
Dai, Chang-Feng [VerfasserIn]
Sheu, Jyh-Horng [VerfasserIn]

Links:

Volltext

Themen:

11062-77-4
3CHI920QS7
59880-97-6
Anti-Inflammatory Agents
Anti-inflammatory activity
Biological Factors
Capnosane
Cembrane
Cytochalasin B
Cytotoxic activity
Diterpenes
EC 3.4.21.36
Journal Article
Klyxum flaccidum
N-Formylmethionine Leucyl-Phenylalanine
Pancreatic Elastase
Soft coral
Superoxides

Anmerkungen:

Date Completed 15.01.2020

Date Revised 25.02.2020

published: Electronic

Citation Status MEDLINE

doi:

10.3390/md17080461

funding:

Förderinstitution / Projekttitel:

PPN (Katalog-ID):

NLM300054955