Synthesis of derivatives of the androstane series

L. N. Volovel'skii

doi:10.1007/bf00566994

Derivatives of the androstane series

Chemistry of Natural Compounds ◽

10.1007/bf00564152 ◽

1970 ◽

Vol 6 (1) ◽

pp. 28-29

Author(s):

L. N. Volovel'skii ◽

I. I. Kuz'menko

Keyword(s):

Androstane Series ◽

Derivatives Of

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Synthesis of derivatives of the androstane series. XXI. Synthesis and properties of some N-acylated androstano[3,2-c]pyrazoles

Chemistry of Natural Compounds ◽

10.1007/bf00566437 ◽

1981 ◽

Vol 17 (1) ◽

pp. 68-72

Author(s):

L. N. Volovel'skii ◽

N. M. Khvorova ◽

I. I. Kuz'menko ◽

S. N. Ushenko

Keyword(s):

Androstane Series ◽

Derivatives Of

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SYNTHESIS OF PYRAZOLINE AND ISOXAZOLINE DERIVATIVES OF ANDROSTANE SERIES

Organic Preparations and Procedures International ◽

10.1080/00304949309457977 ◽

1993 ◽

Vol 25 (3) ◽

pp. 356-360 ◽

Cited By ~ 3

Author(s):

A. U. Siddiqui ◽

D. Ramesh ◽

Y. Satyanarayana ◽

M. Srinivas ◽

A. H. Siddiqui

Keyword(s):

Androstane Series ◽

Derivatives Of

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Protein-ligand interactions of CYP51 Candida glabrata and human CYP11В1 with 7-substituted 19-nortestosterones

Proceedings of the National Academy of Sciences of Belarus Chemical Series ◽

10.29235/1561-8331-2018-54-4-450-454 ◽

2019 ◽

Vol 54 (4) ◽

pp. 450-454

Author(s):

T. V. Shkel ◽

I. P. Grabovec ◽

A. A. Gilep ◽

T. S. Varaksa ◽

N. V. Strushkevich ◽

...

Keyword(s):

Active Center ◽

Candida Glabrata ◽

Pathogenic Fungi ◽

Methyl Group ◽

Protein Ligand Interactions ◽

Androstane Series ◽

Ligand Interactions ◽

Derivatives Of ◽

Heteroaromatic Acids

The interaction of human monooxygenases and pathogenic fungi with previously obtained esters of isomeric 7-methyl-19-nor-testosterones and a number of heteroaromatic acids – derivatives of pyridine and pyrazine, was studied. Interaction with the active center of CYP11B1 derivatives of steroids of the androstane series containing methyl group at C7 and residues of heteroaromatic acids at C17β is shown.

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RELATIVE EFFECTIVENESS OF VARIOUS STEROIDS IN AN ANDROGEN ASSAY USING THE EXORBITAL LACRIMAL GLAND OF THE CASTRATED RAT.

Acta Endocrinologica ◽

10.1530/acta.0.0550131 ◽

1967 ◽

Vol 55 (1) ◽

pp. 131-135 ◽

Cited By ~ 16

Author(s):

Cesare Cavallero ◽

Peter Ofner

Keyword(s):

Lacrimal Gland ◽

Relative Effectiveness ◽

Preceding Paper ◽

Fold Increase ◽

Morphological Transformation ◽

Methyl Substitution ◽

Androgenic Activity ◽

Androstane Series ◽

Derivatives Of ◽

Androstane Derivatives

ABSTRACT The morphological transformation of the exorbital lacrimal gland of the castrated rat following subcutaneous injection of steroids, described in detail in the preceding paper, was employed as the end-point of androgenic activity. The relative effectiveness of androsterone and of thirteen derivatives of the 5α-androstane series was then determined using testosterone as reference standard. Androsterone proved one-half as active as the standard; 5α-androstan-17β-ol, 5α-androstane-3β,17β-diol and 5α-androst-1-ene-3,17-dione were much less active, whereas 5α-androstane-3α,17β-diol was 3 times as potent as testosterone. Introduction of a conjugated double bond at C 1,2 of 17β-hydroxy-5α-androstan-3-one produced a four-fold increase of activity from a level a little lower than that of testosterone; a further increase in androgenicity was obtained on methyl substitution at C 1 of the Δ1-5α-isomer of testosterone. Esterification consistently increased the activities of the 5α-androstane derivatives tested.

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