TY  - JOUR
AU  - Šolaja, Bogdan A.
AU  - Dermanovic, M
AU  - Lim, DM
AU  - Paik, YK
AU  - Tinant, B
AU  - Declerq, JP
PY  - 1997
UR  - https://cherry.chem.bg.ac.rs/handle/123456789/2600
AB  - The synthesis of Delta(7,9(11))-lanostadiene derivatives functionalized at C(32) starting from 3 beta-acetoxy-7 alpha,32-epoxylanostan-11-one has been presented. The Delta(7,9(11)) moiety was efficiently introduced in three steps in 71% yield by the regioselective abstraction of allylic 8 beta hydrogen. The formyl group of the key intermediate, 3 beta-benzoyloxylanosta-7,9(11)-dien-32-al, has been stereoselectively alkylated into (32S) derivative, whereas its oxidation unexpectedly afforded 3 beta-benxoyloxy-7-oxolanost-8-ene-32,11 alpha-lactone and not the corresponding acid. Delta(7,9(11))-lanostadienes possessing HC(32)=O, C(32)=N, HC(32S)CH3OH, H2C(32)OH, as well as some 11-keto lanostenes, were tested in vitro against several purified cholesterogenic enzymes showing moderate activity, with most the active aldehyde 16 having IC50 = 86 mu M. (C) 1997 by Elsevier Science, Inc.
PB  - Elsevier Science Inc, New York
T2  - Steroids
T1  - The synthesis and in vitro activity of some Delta(7,9(11))-lanostadienes
VL  - 62
IS  - 11
SP  - 709
EP  - 718
DO  - 10.1016/S0039-128X(97)00075-5
ER  - 

@article{
author = "Šolaja, Bogdan A. and Dermanovic, M and Lim, DM and Paik, YK and Tinant, B and Declerq, JP",
year = "1997",
abstract = "The synthesis of Delta(7,9(11))-lanostadiene derivatives functionalized at C(32) starting from 3 beta-acetoxy-7 alpha,32-epoxylanostan-11-one has been presented. The Delta(7,9(11)) moiety was efficiently introduced in three steps in 71% yield by the regioselective abstraction of allylic 8 beta hydrogen. The formyl group of the key intermediate, 3 beta-benzoyloxylanosta-7,9(11)-dien-32-al, has been stereoselectively alkylated into (32S) derivative, whereas its oxidation unexpectedly afforded 3 beta-benxoyloxy-7-oxolanost-8-ene-32,11 alpha-lactone and not the corresponding acid. Delta(7,9(11))-lanostadienes possessing HC(32)=O, C(32)=N, HC(32S)CH3OH, H2C(32)OH, as well as some 11-keto lanostenes, were tested in vitro against several purified cholesterogenic enzymes showing moderate activity, with most the active aldehyde 16 having IC50 = 86 mu M. (C) 1997 by Elsevier Science, Inc.",
publisher = "Elsevier Science Inc, New York",
journal = "Steroids",
title = "The synthesis and in vitro activity of some Delta(7,9(11))-lanostadienes",
volume = "62",
number = "11",
pages = "709-718",
doi = "10.1016/S0039-128X(97)00075-5"
}

Šolaja, B. A., Dermanovic, M., Lim, D., Paik, Y., Tinant, B.,& Declerq, J.. (1997). The synthesis and in vitro activity of some Delta(7,9(11))-lanostadienes. in Steroids
Elsevier Science Inc, New York., 62(11), 709-718.
https://doi.org/10.1016/S0039-128X(97)00075-5

Šolaja BA, Dermanovic M, Lim D, Paik Y, Tinant B, Declerq J. The synthesis and in vitro activity of some Delta(7,9(11))-lanostadienes. in Steroids. 1997;62(11):709-718.
doi:10.1016/S0039-128X(97)00075-5 .

Šolaja, Bogdan A., Dermanovic, M, Lim, DM, Paik, YK, Tinant, B, Declerq, JP, "The synthesis and in vitro activity of some Delta(7,9(11))-lanostadienes" in Steroids, 62, no. 11 (1997):709-718,
https://doi.org/10.1016/S0039-128X(97)00075-5 . .

TY  - JOUR
AU  - Šolaja, Bogdan A.
AU  - Djermanović, M.
AU  - Lim, D.M.
AU  - Paik, Y.-K.
PY  - 1996
UR  - https://cherry.chem.bg.ac.rs/handle/123456789/97
AB  - The synthesis of the title compound a key intermediate for the synthesis of other DHL derivatives, is reported. The aldehyde 1 and the diol 9 were tested on several enzymes involved in the cholesterol biosynthetic pathway. Aldehyde 1 showed an inhibitory effect IC50 = 90 μM on sterol 14-reductase.
T2  - Journal of the Serbian Chemical Society
T1  - The synthesis and biological evaluation of 3β-hydroxylanosta-7,9-dien-32-al
VL  - 61
IS  - 11
SP  - 1113
EP  - 1116
UR  - https://hdl.handle.net/21.15107/rcub_cherry_97
ER  - 

@article{
author = "Šolaja, Bogdan A. and Djermanović, M. and Lim, D.M. and Paik, Y.-K.",
year = "1996",
abstract = "The synthesis of the title compound a key intermediate for the synthesis of other DHL derivatives, is reported. The aldehyde 1 and the diol 9 were tested on several enzymes involved in the cholesterol biosynthetic pathway. Aldehyde 1 showed an inhibitory effect IC50 = 90 μM on sterol 14-reductase.",
journal = "Journal of the Serbian Chemical Society",
title = "The synthesis and biological evaluation of 3β-hydroxylanosta-7,9-dien-32-al",
volume = "61",
number = "11",
pages = "1113-1116",
url = "https://hdl.handle.net/21.15107/rcub_cherry_97"
}

Šolaja, B. A., Djermanović, M., Lim, D.M.,& Paik, Y.-K.. (1996). The synthesis and biological evaluation of 3β-hydroxylanosta-7,9-dien-32-al. in Journal of the Serbian Chemical Society, 61(11), 1113-1116.
https://hdl.handle.net/21.15107/rcub_cherry_97

Šolaja BA, Djermanović M, Lim D, Paik Y. The synthesis and biological evaluation of 3β-hydroxylanosta-7,9-dien-32-al. in Journal of the Serbian Chemical Society. 1996;61(11):1113-1116.
https://hdl.handle.net/21.15107/rcub_cherry_97 .

Šolaja, Bogdan A., Djermanović, M., Lim, D.M., Paik, Y.-K., "The synthesis and biological evaluation of 3β-hydroxylanosta-7,9-dien-32-al" in Journal of the Serbian Chemical Society, 61, no. 11 (1996):1113-1116,
https://hdl.handle.net/21.15107/rcub_cherry_97 .