Literature DB >> 6294414

Synthesis and biological activity of 3 beta-hydroxy-9,10-secopregna-5,7,10[19]-triene-20-one: a side chain analogue of vitamin D3.

M P Murari, J M Londowski, S Bollman, R Kumar.   

Abstract

The synthesis, biological and antagonistic activity of 3 beta-hydroxy-9,10-secopregna-5,7,10[19]-triene-20-one (20-oxopregnacalciferol, 7) a shortened side chain analogue of vitamin D3, are described. At the highest dose tested the analogue was found to have small though significant bone and soft tissue mobilization activity; no significant increase in intestinal calcium transport was noted. The compound was found to possess no antagonistic activity against vitamin D3.

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Year:  1982        PMID: 6294414     DOI: 10.1016/0022-4731(82)90562-3

Source DB:  PubMed          Journal:  J Steroid Biochem        ISSN: 0022-4731            Impact factor:   4.292


  8 in total

1.  Synthesis and photochemical transformation of 3β,21-dihydroxypregna-5,7-dien-20-one to novel secosteroids that show anti-melanoma activity.

Authors:  Michal A Zmijewski; Wei Li; Jianjun Chen; Tae-Kang Kim; Jordan K Zjawiony; Trevor W Sweatman; Duane D Miller; Andrzej T Slominski
Journal:  Steroids       Date:  2010-11-09       Impact factor: 2.668

Review 2.  Vitamin D signaling and melanoma: role of vitamin D and its receptors in melanoma progression and management.

Authors:  Andrzej T Slominski; Anna A Brożyna; Michal A Zmijewski; Wojciech Jóźwicki; Anton M Jetten; Rebecca S Mason; Robert C Tuckey; Craig A Elmets
Journal:  Lab Invest       Date:  2017-02-20       Impact factor: 5.662

3.  A novel pathway for sequential transformation of 7-dehydrocholesterol and expression of the P450scc system in mammalian skin.

Authors:  Andrzej Slominski; Jordan Zjawiony; Jacobo Wortsman; Igor Semak; Jeremy Stewart; Alexander Pisarchik; Trevor Sweatman; Josep Marcos; Chuck Dunbar; Robert C Tuckey
Journal:  Eur J Biochem       Date:  2004-11

4.  Synthesis and photo-conversion of androsta- and pregna-5,7-dienes to vitamin D3-like derivatives.

Authors:  Michal A Zmijewski; Wei Li; Jordan K Zjawiony; Trevor W Sweatman; Jianjun Chen; Duane D Miller; Andrzej T Slominski
Journal:  Photochem Photobiol Sci       Date:  2008-09-04       Impact factor: 3.982

5.  Photo-conversion of two epimers (20R and 20S) of pregna-5,7-diene-3beta, 17alpha, 20-triol and their bioactivity in melanoma cells.

Authors:  Michal A Zmijewski; Wei Li; Jordan K Zjawiony; Trevor W Sweatman; Jianjun Chen; Duane D Miller; Andrzej T Slominski
Journal:  Steroids       Date:  2008-11-06       Impact factor: 2.668

6.  Antitumor effects of vitamin D analogs on hamster and mouse melanoma cell lines in relation to melanin pigmentation.

Authors:  Tomasz Wasiewicz; Paulina Szyszka; Miroslawa Cichorek; Zorica Janjetovic; Robert C Tuckey; Andrzej T Slominski; Michal A Zmijewski
Journal:  Int J Mol Sci       Date:  2015-03-24       Impact factor: 5.923

7.  Sequential metabolism of 7-dehydrocholesterol to steroidal 5,7-dienes in adrenal glands and its biological implication in the skin.

Authors:  Andrzej T Slominski; Michal A Zmijewski; Igor Semak; Trevor Sweatman; Zorica Janjetovic; Wei Li; Jordan K Zjawiony; Robert C Tuckey
Journal:  PLoS One       Date:  2009-02-03       Impact factor: 3.240

Review 8.  Novel vitamin D photoproducts and their precursors in the skin.

Authors:  Andrzej Slominski; Tae-Kang Kim; Michal A Zmijewski; Zorica Janjetovic; Wei Li; Jianjun Chen; Ekaterina I Kusniatsova; Igor Semak; Arnold Postlethwaite; Duane D Miller; Jordan K Zjawiony; Robert C Tuckey
Journal:  Dermatoendocrinol       Date:  2013-01-01
  8 in total

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