Abstract：
:In the present study, synthesis and antineoplastic activity of phenylacetic acid and benzoic acid nitrogen mustard conjugates of various steroidal oximes are reported for the first time. The conjugation was achieved through a more stable oxime-ester linkage and the resulting newly synthesized conjugates were evaluated in vitro on various human cancer cell lines for cytotoxicity. The extent of their alkylating activity was investigated by the in vitro colorimetric 4-(p-nitrobenzyl)pyridine (NBP) assay. The 17E-steroidal oxime-benzoic acid mustard ester 3β-acetoxy-17E-[p-(N,N-bis(2-chloroethyl)amino)]benzoyloxyimino-androst-5-ene (8) emerged as the most potent conjugate having significant cytotoxicity on most of the NCI 60-cell lines. Outstanding growth inhibition was observed on the IGROV1 ovarian cancer cell line with GI50=0.937µM. In general, the D-ring derived androstene oxime-nitrogen mustard conjugates were found to possess better antineoplastic activity over a variety of cancer cells in comparison to those derived from other rings of the steroid skeleton.
journal_name
Steroidsjournal_title
Steroidsauthors
Acharya PC,Bansal Rdoi
10.1016/j.steroids.2017.04.005subject
Has Abstractpub_date
2017-07-01 00:00:00pages
73-83eissn
0039-128Xissn
1878-5867pii
S0039-128X(17)30058-2journal_volume
123pub_type
杂志文章相关文献
STEROIDS文献大全abstract：:Human progesterone receptor (PR) contains a polyproline motif in the amino-terminal domain that interacts with the SH3 domain of Src and mediates rapid activation of c-Src and downstream MAPK (Erk-1/-2) independent of the transcriptional activity of PR. Forcedly target PR to different locations in the cell by use of m...
journal_title：Steroids
pub_type： 杂志文章,评审
doi：10.1016/j.steroids.2008.01.010
更新日期：2008-10-01 00:00:00
abstract：:In an attempt to synthesize compounds with selective estrogen-receptor binding, fluoro- and amino-clomiphene were totally synthesized from benzyl chloride, and their estrogenic/antiestrogenic activity as well as that of some of their chemical intermediates was evaluated. The triazene prepared from the amino-clomiphene...
journal_title：Steroids
pub_type： 杂志文章
doi：10.1016/0039-128x(86)90042-5
更新日期：1986-07-01 00:00:00
abstract：:1 alpha, 25-Dihydroxyvitamin D3 (1 alpha, 25-(OH)2D3) has been shown to rapidly increase cytosolic calcium in freshly isolated and cultured rat hepatocytes. The rise in cytosolic calcium is dependent on phospholipase A2 (PLA2) activation and cell alkalinization through the Na+/H+ antiport system. To further characteri...
journal_title：Steroids
pub_type： 杂志文章
doi：10.1016/0039-128x(93)90008-b
更新日期：1993-10-01 00:00:00
abstract：:A facile method for the synthesis of a series of new steroidal 3-thioxamides from the 3-oxo compound, variously substituted at the 17 position, is described. The "one pot" reaction, using Lawesson's reagent (4-methoxyphenylthionophosphine sulphide dimer) in dichloromethane solution, gives the desired compounds with a ...
journal_title：Steroids
pub_type： 杂志文章
doi：10.1016/s0039-128x(97)00003-2
更新日期：1997-06-01 00:00:00
abstract：:Dehydroepiandrosterone (DHEA) reduces body fat in rodents and humans, and increases glycerol release from isolated rat epididymal adipocytes and human visceral adipose tissue explants. It suggests that DHEA stimulates triglyceride hydrolysis in adipose tissue; however, the mechanisms underlying this action are still u...
journal_title：Steroids
pub_type： 杂志文章
doi：10.1016/j.steroids.2012.08.002
更新日期：2012-11-01 00:00:00
abstract：:This review lays out the evidence for the role of E2 in homeostatic and hedonic feeding across several species. While significant effort has been expended on homeostatic feeding research, more studies for hedonic feeding need to be conducted (i.e. are there increases in meal size and enhanced motivation to natural foo...
journal_title：Steroids
pub_type： 杂志文章,评审
doi：10.1016/j.steroids.2017.11.011
更新日期：2018-05-01 00:00:00
abstract：:Addition of soluble supernatant to testis microsomes results in 42% increase in steroid 17,20-lyase activity and a 65% increase in 17alpha-hydroxylase activity. This stimulatory activity could be partially purified by salt fractionation. The activating factor(s) was not removed by dialysis nor did it appear to be lipi...
journal_title：Steroids
pub_type： 杂志文章
doi：10.1016/0039-128x(78)90090-9
更新日期：1978-10-01 00:00:00
abstract：:3beta-Hydroxy sterols occurring at a concentration of at least 0.001% of the sterol mixtures of Pseudoplexaura porosa and Plexaura homomalla have been fractionated using a series of refined techniques and subsequently analyzed using combined gas chromatography-mass spectrometry (GC-MS) in the development of a procedur...
journal_title：Steroids
pub_type： 杂志文章
doi：10.1016/0039-128x(76)90009-x
更新日期：1976-11-01 00:00:00
abstract：:Initial excretion studies with orally administered [monoethyl-1-3H] DES demonstrated the feces to be the principal mode of elimination of DES in the C3H mouse. Metabolic studies with tritiated DES and/or [UL-14C] DES were performed with orally dosed C3H high (MTV+) and low (MTV-) titer MMTV female mice. Extraction and...
journal_title：Steroids
pub_type： 杂志文章
doi：10.1016/0039-128x(78)90029-6
更新日期：1978-04-01 00:00:00
abstract：:The steroid receptor-positive human ovarian cancer (BG-1) was evaluated to determine its usefulness as a tumor model. This tumor grows in intact male and female nude mice without hormone supplements. Moreover, its growth was significantly accelerated in ovariectomized mice, and the increased growth rate could be rever...
journal_title：Steroids
pub_type： 杂志文章
doi：10.1016/0039-128x(89)90083-4
更新日期：1989-12-01 00:00:00
abstract：:Preimplantation rabbit embryos were incubated with pregnenolone and dehydroisoandrosterone under conditions which gave formazan precipitation by the histochemical technique. The metabolic fate of the labeled steroids was assessed simultaneously. There was no concomitant transformation of pregnenolone to progesterone a...
journal_title：Steroids
pub_type： 杂志文章
doi：10.1016/s0039-128x(81)80012-8
更新日期：1981-02-01 00:00:00
abstract：:In an endeavour to develop potent anti-tumor agents from diosgenin, a series of C-6 derived 1,2,3-triazolyl derivatives were designed and synthesized by employing Cu(I) catalyzed Huisgen 1,3-dipolar cycloaddition reaction of novel azides - (22R,25R)-6β-azidospirostan-3β,5α-diol and 6β-azido-7α-hydroxyspirosta-1,4-dien...
journal_title：Steroids
pub_type： 杂志文章
doi：10.1016/j.steroids.2019.108460
更新日期：2019-11-01 00:00:00
abstract：:A radioimmunoassay technique has been developed for the measurement of cortisol in a single methylene chloride extract of human plasma without chromatography. The antiserum, obtained by immunizing rabbits with cortisol-3-carboxymethyl-oxime conjugated to bovine serum albumin, had a high affinity (KA = 1.8 X 10(9) 1/mo...
journal_title：Steroids
pub_type： 杂志文章
doi：10.1016/0039-128x(75)90057-4
更新日期：1975-11-01 00:00:00
abstract：:The mass spectral elimination of water in epimeric 1,3-diols of vitamin D3 (colecalciferol) series has been investigated. It was found that the mass spectra of these steroisomers differ sharply in the relative intensities of the ions M-H2O (m/e 382) and a-H2O (m/e +/- 34), where ion a (formed via formal cleavage of th...
journal_title：Steroids
pub_type： 杂志文章
doi：10.1016/0039-128x(79)90039-4
更新日期：1979-05-01 00:00:00
abstract：:In this study, effects of estradiol, progesterone and genistein on uterine aquaporin (AQP)-1, 2, 5 and 7 expression were investigated in sex-steroid deficient state which could help to elucidate the mechanisms underlying uterine fluid volume changes that were reported under these hormone and hormone-like compound infl...
journal_title：Steroids
pub_type： 杂志文章
doi：10.1016/j.steroids.2016.08.007
更新日期：2016-11-01 00:00:00
abstract：:The 21-hydroxy analogues of 11,19-oxidoprogesterone and 6,19-oxidoprogesterone have been synthesized from readily available materials. Hydroxylation at C-21 was effected with iodosobenzene (from phenyliodosodiacetate and methanolic potassium hydroxide) on a 20-ketopregnane. For the 11,19-oxido derivative, the hydroxyl...
journal_title：Steroids
pub_type： 杂志文章
doi：10.1016/0039-128x(94)00052-e
更新日期：1995-03-01 00:00:00
abstract：:Thyroid hormone receptors (TRs) are nuclear receptors that are activated by thyroid hormone ligands and co-regulator proteins. Two receptor subtypes, TRalpha and TRbeta, have been suggested to play a role in numerous physiological functions. However, specificity of receptor subtype function and co-regulator interactio...
journal_title：Steroids
pub_type： 杂志文章
doi：10.1016/j.steroids.2008.11.014
更新日期：2009-02-01 00:00:00
abstract：:Dehydroepiandrosterone (DHEA), an adrenal steroid, has a protective role against diabetes; however, its mechanisms of action are unknown. Here, we focus on the effect of DHEA on the activation of endothelial cells induced by a high concentration of glucose. Adhesion on U937 cells, expression of adhesion molecules, pro...
journal_title：Steroids
pub_type： 杂志文章
doi：10.1016/j.steroids.2011.11.010
更新日期：2012-02-01 00:00:00
abstract：:The abilities of a variety of estrogens and antiestrogens to stimulate DNA synthesis in the prepuberal rat uterus were compared. One microgram of each compound was administered in vivo via a single intraperitoneal injection. DNA synthesis was assayed in vitro in isolated nuclei 24 h later. The relative mitogenicities ...
journal_title：Steroids
pub_type： 杂志文章
doi：10.1016/0039-128x(89)90096-2
更新日期：1989-08-01 00:00:00
abstract：:The isolated perfused rat kidney allows a simultaneous kinetic study of both the renal metabolism and the urinary excretion of cortisol and its metabolites in the rat. In this system, cortisol was completely metabolized within 120 minutes. The main renal metabolites of cortisol (cortisone, 20 reduced cortisol and 20 r...
journal_title：Steroids
pub_type： 杂志文章
doi：10.1016/0039-128x(77)90052-6
更新日期：1977-11-01 00:00:00
abstract：:Evaluation of sex steroids in cervical mucus was performed at different phases of spontaneous or clomiphene-citrate-induced ovulatory cycles. To this end, 11 women with normal ovulatory cycles and 9 subjects with polycystic ovary syndrome of comparable age and body mass index were investigated. Serum and cervical mucu...
journal_title：Steroids
pub_type： 杂志文章
doi：10.1016/s0039-128x(99)00074-4
更新日期：2000-01-01 00:00:00
abstract：:A series of final twelve propanoyloxy derivatives of 5β-cholan-24-oic acid (O-propanoyl derivatives of cholic acid) as potential drug absorption modifiers (skin penetration enhancers, intestinal absorption promoters) was generated by multistep synthesis. Structure confirmation of all generated compounds was accomplish...
journal_title：Steroids
pub_type： 杂志文章
doi：10.1016/j.steroids.2013.02.001
更新日期：2013-05-01 00:00:00
abstract：:Most pregnant women have symptoms of gastroesophageal reflux disease (GERD) during pregnancy. Postmenopausal hormone replacement therapy is associated with GERD. The effects of estradiol on lower esophageal sphincter (LES) motility and GERD are not clearly known. The purpose of this study is to investigate the effects...
journal_title：Steroids
pub_type： 杂志文章
doi：10.1016/j.steroids.2018.05.001
更新日期：2018-08-01 00:00:00
abstract：:We report the synthesis of 10 novel steroids obtained from 3 beta, 15 beta-diacetoxy-17 alpha-hydroxy-5-pregnen-20-one (1c) as intermediates in the synthesis of 15 beta-acetoxy-20,20-ethylenedioxy-17 alpha-hydroxy-4-pregnen-3-one (6a) and its tritiated tracer 15 beta-acetoxy-20,20-ethylenedioxy-17 alpha-hydroxy-1,2,6,...
journal_title：Steroids
pub_type： 杂志文章
doi：10.1016/s0039-128x(96)00204-8
更新日期：1997-02-01 00:00:00
abstract：:5 alpha-(17R,20R)-14,15-Secocholestane (12) was synthesized from cholesterol (1) in 12 steps. The key intermediate, 5 alpha-cholest-14-en-3 beta-yl acetate (4), underwent ozonization, reduction, hydrolysis, and oxidation to provide 5 alpha-14,15-secocholesta-3,14,15-trione (8). One of the Clemmensen reduction products...
journal_title：Steroids
pub_type： 杂志文章
doi：10.1016/0039-128x(90)90042-a
更新日期：1990-06-01 00:00:00
abstract：:20-Hydroxyecdysterone - (2β,3β,5β,22R)-2,3,14,20,22,25-hexahydroxycholest-7-en-6-one was isolated in satisfactory yield using ethanol extraction from the aerial part of Silene wolgensis (Hornem.) Otth; sometimes Silene wolgensis (Willd.) Bess. ex Spreng. The complexation of the phytoecdysteroid with β-cyclodextrin was...
journal_title：Steroids
pub_type： 杂志文章
doi：10.1016/j.steroids.2018.11.007
更新日期：2019-07-01 00:00:00
abstract：:This paper revealed the expression pattern of ERα in the ovoviviparous teleost, Sebastes schlegeli. In this paper, we isolated the cDNA encoding for estrogen receptor alpha of black rockfish (S. schlegeli) from its ovary, named as black rockfish ERα (brfERα). The cDNA sequence of brfERα consists of 2972bp with an open...
journal_title：Steroids
pub_type： 杂志文章
doi：10.1016/j.steroids.2011.09.014
更新日期：2011-12-20 00:00:00
abstract：:The effect of attachment of a dimethylaminoethoxy or a dimethylaminopropoxy group at the 11 beta-position of estradiol (E2) on its relative binding affinity (RBA) to estrogen receptor (ER) and intrinsic biologic activity is described. The binding of 11 beta-[2-(N,N-dimethylamino) ethoxy]estra-1,3,5(10)-triene-3,17 bet...
journal_title：Steroids
pub_type： 杂志文章
doi：10.1016/0039-128x(90)90022-4
更新日期：1990-05-01 00:00:00
abstract：:Periodontitis is a complication of diabetes mellitus, and the two diseases are highly associated with the dysfunction of inflammatory mediators. 25-hydroxyvitamin D(3) (25(OH)D(3)) plays a pivotal role in inflammatory modulation, but little is known about its effects on the progression of diabetic periodontitis and th...
journal_title：Steroids
pub_type： 杂志文章
doi：10.1016/j.steroids.2012.10.015
更新日期：2013-02-01 00:00:00
abstract：:The synthesis of the esters of norethisterone (17 alpha-ethynyl-17 beta-hydroxyestr-4-en-3-one) with three bile acids and of the cholesteryl carbonate of norethisterone are described. :This article reports the synthesis of the esters of norethisterone (17 alpha-ethynl-17beta-hydroxyestr-4-en-3-one) with 3 bile acids ...
journal_title：Steroids
pub_type： 杂志文章
doi：10.1016/0039-128x(83)90103-4
更新日期：1983-03-01 00:00:00
