Click
here to close Hello! We notice that
you are using Internet Explorer, which is not supported by Echinobase
and may cause the site to display incorrectly. We suggest using a
current version of Chrome,
FireFox,
or Safari.
Mar Drugs
2024 Jan 12;221:. doi: 10.3390/md22010043.
Show Gene links
Show Anatomy links
Rare Ophiuroid-Type Steroid 3β,21-, 3β,22-, and 3α,22-Disulfates from the Slime Sea Star Pteraster marsippus and Their Colony-Inhibiting Effects against Human Breast Cancer Cells.
Kicha AA
,
Malyarenko TV
,
Kuzmich AS
,
Malyarenko OS
,
Kalinovsky AI
,
Popov RS
,
Tolkanov DK
,
Ivanchina NV
.
???displayArticle.abstract???
Two new steroid 3β,21-disulfates (1, 2) and two new steroid 3β,22- and 3α,22-disulfates (3, 4), along with the previously known monoamine alkaloid tryptamine (5) were found in the ethanolic extract of the Far Eastern slime sea star Pteraster marsippus. Their structures were determined on the basis of detailed analysis of one-dimensional and two-dimensional NMR, HRESIMS, and HRESIMS/MS data. Compounds 1 and 2 have a Δ22-21-sulfoxy-24-norcholestane side chain. Compounds 3 and 4 contain a Δ24(28)-22-sulfoxy-24-methylcholestane side chain, which was first discovered in the polar steroids of starfish and brittle stars. The influence of substances 1-4 on cell viability, colony formation, and growth of human breast cancer T-47D, MCF-7, and MDA-MB-231 cells was investigated. It was shown that compounds 1 and 2 possess significant colony-inhibiting activity against T-47D cells, while compounds 3 and 4 were more effective against MDA-MB-231 cells.
Carvalhal,
SULFATION PATHWAYS: Sources and biological activities of marine sulfated steroids.
2018, Pubmed
Carvalhal,
SULFATION PATHWAYS: Sources and biological activities of marine sulfated steroids.
2018,
Pubmed
Dong,
Chemical constituents and bioactivities of starfish.
2011,
Pubmed
,
Echinobase
Du,
Soft Agar Colony Formation Assay as a Hallmark of Carcinogenesis.
2017,
Pubmed
Ghelani,
Anti-Inflammatory Effects of Compounds from Echinoderms.
2022,
Pubmed
,
Echinobase
Hamdy,
3-Keto-22-epi-28-nor-cathasterone, a brassinosteroid-related metabolite from Cystoseira myrica.
2009,
Pubmed
Hanahan,
Hallmarks of cancer: the next generation.
2011,
Pubmed
Ivanchina,
Hemolytic steroid disulfates from the far eastern starfish Pteraster pulvillus.
2003,
Pubmed
,
Echinobase
Ivanchina,
Biosynthesis of polar steroids from the Far Eastern starfish Patiria (=Asterina) pectinifera. Cholesterol and cholesterol sulfate are converted into polyhydroxylated sterols and monoglycoside asterosaponin P1 in feeding experiments.
2013,
Pubmed
,
Echinobase
Kicha,
Disulfated Ophiuroid Type Steroids from the Far Eastern Starfish Pteraster marsippus and Their Cytotoxic Activity on the Models of 2D and 3D Cultures.
2022,
Pubmed
,
Echinobase
Kicha,
Determination of C-23 configuration in (20R)-23-hydroxycholestane side chain of steroid compounds by 1H and 13C NMR spectroscopy.
2013,
Pubmed
,
Echinobase
Lazzara,
Bright Spots in The Darkness of Cancer: A Review of Starfishes-Derived Compounds and Their Anti-Tumor Action.
2019,
Pubmed
,
Echinobase
Minale,
Steroidal oligoglycosides and polyhydroxysteroids from echinoderms.
1993,
Pubmed
Nes,
The stereochemistry of sterols at C-20 and its biosynthetic implications.
1977,
Pubmed
Pounina,
Sulfated and Sulfur-Containing Steroids and Their Pharmacological Profile.
2021,
Pubmed
,
Echinobase
Roccatagliata,
Antiviral sulfated steroids from the ophiuroid Ophioplocus januarii.
1996,
Pubmed
,
Echinobase
Roccatagliata,
New Sulfated Polyhydroxysteroids from the Antarctic Ophiuroid Astrotomaagassizii.
1998,
Pubmed
,
Echinobase
Turner,
Ovothiols, a family of redox-active mercaptohistidine compounds from marine invertebrate eggs.
1987,
Pubmed
,
Echinobase
Xia,
Chemical Constituents and Bioactivities of Starfishes: An Update.
2020,
Pubmed
,
Echinobase
Yun,
Therapeutic Application of Diverse Marine-derived Natural Products in Cancer Therapy.
2019,
Pubmed
da Cunha,
[Bioactivity of Trichilia pallida Swartz (Meliaceae) derived molecules on Tuta absoluta (Meyrick) (Lepidoptera: Gelechiidae)].
2008,
Pubmed
