PMID- 24074030
OWN - NLM
STAT- MEDLINE
DCOM- 20140901
LR  - 20140107
IS  - 1744-5116 (Electronic)
IS  - 1388-0209 (Linking)
VI  - 52
IP  - 2
DP  - 2014 Feb
TI  - Bioactivities of six sterols isolated from marine invertebrates.
PG  - 187-90
LID - 10.3109/13880209.2013.821664 [doi]
AB  - CONTEXT: Epidioxy sterols and sterols with special side chains, such as 
      hydroperoxyl sterols, usually obtained from marine natural products, are 
      attractive for bioactivities. OBJECTIVE: To isolate and screen bioactive and 
      special sterols from China Sea invertebrates. MATERIALS AND METHODS: Two 
      hydroperoxyl sterols (1 and 2) from the sponge Xestospongia testudinaria Lamarck 
      (Petrosiidae), three epidioxy sterols (3-5) from the sea urchin Glyptocidaris 
      crenularis A. Agassiz (Glyptocidaridae), sponge Mycale sp. (Mycalidae) and 
      gorgonian Dichotella gemmacea Milne Edwards and Haime (Ellisellidae) and an 
      unusual sterol with 25-acetoxy-19-oate (6) also from D. gemmacea were obtained 
      and identified. Using high-throughput screening, their bioactivities were tested 
      toward Forkhead box O 3a (Foxo3a), 3-hydroxy-3-methylglutaryl CoA reductase gene 
      fluorescent protein (HMGCR-GFP), nuclear factor kappa B (NF-kappaB) luciferase, 
      peroxisome proliferator-activated receptor-gamma co-activator 1alpha (PGC-1alpha), 
      protein-tyrosine phosphatase 1B (PTP1B), mitochondrial membrane permeabilization 
      (MMP) and adenosine monophosphate-activated protein kinase. RESULTS: Their 
      structures were determined by comparing their nuclear magnetic resonance data 
      with those reported in the literature. Three epidioxy sterols (3-5) showed 
      inhibitory activities toward Foxo3a, HMGCR-GFP and NF-kappaB-luciferase with the IC50 
      values 4.9-6.8 mug/mL. The hydroperoxyl sterol 
      29-hydroperoxystigmasta-5,24(28)-dien-3-ol (2) had diverse inhibitory activities 
      against Foxo3a, HMGCR-GFP, NF-kappaB-luciferase, PGC-1alpha, PTP1B and MMP, with IC50 
      values of 3.8-19.1 mug/mL. DISCUSSION AND CONCLUSION: The bioactivities of 3-5 
      showed that 5alpha,8alpha-epidioxy is the active group. Otherwise, the most plausible 
      biosynthesis pathway for 1 and 2 in sponge involves the abstraction of an allylic 
      proton by an activated oxygen, such as O2, along with migration of carbon-carbon 
      double bond. Therefore, the bioactive and unstable steroid should be 
      biosynthesized in sponge under a special ecological environment to act as a 
      defensive strategy against invaders.
FAU - Zhou, Xuefeng
AU  - Zhou X
AD  - CAS Key Laboratory of Tropical Marine Bio-resources and Ecology/Guangdong Key 
      Laboratory of Marine Materia Medica, South China Sea Institute of Oceanology, 
      Chinese Academy of Sciences , Guangzhou , China .
FAU - Sun, Jianfan
AU  - Sun J
FAU - Ma, Wanlei
AU  - Ma W
FAU - Fang, Wei
AU  - Fang W
FAU - Chen, Zhefan
AU  - Chen Z
FAU - Yang, Bin
AU  - Yang B
FAU - Liu, Yonghong
AU  - Liu Y
LA  - eng
PT  - Journal Article
PT  - Research Support, Non-U.S. Gov't
DEP - 20130930
PL  - England
TA  - Pharm Biol
JT  - Pharmaceutical biology
JID - 9812552
RN  - 0 (Biological Products)
RN  - 0 (Sterols)
SB  - IM
MH  - Animals
MH  - Aquatic Organisms/*metabolism
MH  - Biological Products/chemistry/isolation & purification/*pharmacology
MH  - China
MH  - High-Throughput Screening Assays
MH  - Inhibitory Concentration 50
MH  - Invertebrates/metabolism
MH  - Magnetic Resonance Spectroscopy
MH  - Oceans and Seas
MH  - Sterols/chemistry/isolation & purification/*pharmacology
MH  - Structure-Activity Relationship
EDAT- 2013/10/01 06:00
MHDA- 2014/09/02 06:00
CRDT- 2013/10/01 06:00
PHST- 2013/10/01 06:00 [entrez]
PHST- 2013/10/01 06:00 [pubmed]
PHST- 2014/09/02 06:00 [medline]
AID - 10.3109/13880209.2013.821664 [doi]
PST - ppublish
SO  - Pharm Biol. 2014 Feb;52(2):187-90. doi: 10.3109/13880209.2013.821664. Epub 2013 
      Sep 30.