The potential significance of aromatase in the etiology and treatment of prostatic disease

Karr, James P.; Kaburagi, Yutaka; Mann, Celia F.; Sandberg, Avery A.

doi:10.1016/0039-128x(87)90031-6

Cited by 9 publications

(11 citation statements)

References 20 publications

Supporting

Mentioning

Contrasting

Order By: Relevance

“…18 The positions of three hydroxyl groups present were confirmed as C-2′, C-4′, and C-4′′ using the COSY and HMBC NMR techniques. Thus, the struc- 4 Hz, H-2′′) and δ H 6.67 (overlapped, H-3′′). In the aliphatic region, the signals coupled to each other at δ H 1.80 (2H, multiplet, H-2) and δ H 2.52 (4H, multiplet, H-1 and H-3) suggested the presence of a 1,3-diphenyl-substituted propane unit bearing one prenyl and three hydroxyl groups, which was substantiated using the APT, HMQC, and HMBC NMR techniques.…”

Section: Resultsmentioning

confidence: 96%

“…Epidemiological and experimental evidence strongly support a role for estrogens in the development and growth of breast cancer. , Similarly, the participation of estrogens in prostate neoplasia has been postulated. , Therefore, one chemotherapeutic or chemopreventive strategy for breast and prostate cancer control is to decrease estrogen production . Accordingly, inhibition of aromatase, an enzyme that catalyzes the final, rate-limiting step in estrogen biosynthesis, is being explored as a target germane to the treatment or prevention of breast and prostate cancers …”

mentioning

confidence: 99%

“…Bioassay-guided fractionation of the ethyl acetate-soluble extract of B. papyrifera using this assay led to the isolation of five new (1,(8)(9)(10)(11) and 10 known (12)(13)(14)(15)(16)(17)(18)(19)(20)(21) compounds that were found to be active. Additionally, six new compounds (2)(3)(4)(5)(6)(7) and 21 known compounds were isolated and characterized as inactive when evaluated with this in vitro aromatase assay. 25,26 We currently report the isolation and identification of active and/or new compounds using the aromatase inhibition assay to guide chromatographic purification and describe structure- activity relationships among the various compound classes obtained.…”

mentioning

confidence: 99%

See 2 more Smart Citations

Aromatase Inhibitors from Broussonetia papyrifera

et al. 2001

View full text Add to dashboard Cite

Bioassay-guided fractionation of an ethyl acetate-soluble extract from the whole plants of Broussonetia papyrifera, using an in vitro aromatase inhibition assay, led to the isolation of five new active compounds, 5,7,2',4'-tetrahydroxy-3-geranylflavone (1), isogemichalcone C (8), 3'-[gamma-hydroxymethyl-(E)-gamma-methylallyl]-2,4,2',4'-tetrahydroxychalcone 11'-O-coumarate (9), demethylmoracin I (10), and (2S)-2',4'-dihydroxy-2' '-(1-hydroxy-1-methylethyl)dihydrofuro[2,3-h]flavanone (11), and 10 known (12-21) compounds which were also found to be active. Of these compounds, the most potent were 9 (IC(50) 0.5 microM), 11 (IC(50) 0.1 microM), isolicoflavonol (12, IC(50) 0.1 microM), and (2S)-abyssinone II (13, IC(50) 0.4 microM). Additionally, six new compounds, 5,7,3',4'-tetrahydroxy-6-geranylflavonol (2), 5,7,3',4'-tetrahydroxy-3-methoxy-6-geranylflavone (3), (2S)-7,4'-dihydroxy-3'-prenylflavan (4), 1-(2,4-dihydroxyphenyl)-3-(4-hydroxyphenyl)propane (5), 1-(2,4-dihydroxy-3-prenylphenyl)-3-(4-hydroxyphenyl)propane (6), and 1-(4-hydroxy-2-methoxyphenyl)-3-(4-hydroxy-3-prenylphenyl)propane (7), were isolated and characterized, but proved to be inactive as aromatase inhibitors, as were an additional 21 known compounds. The structures of the new compounds (1-11) were elucidated by spectroscopic methods. Structure-activity relationships in the aromatase assay were determined for the benzofurans, biphenylpropanoids, coumarins, and various types of flavonoids (chalcones, flavans, flavanones, and flavones) obtained among a total of 42 constituents of B. papyrifera.

show abstract

Section: Resultsmentioning

confidence: 96%

mentioning

confidence: 99%

mentioning

confidence: 99%

See 1 more Smart Citation

Aromatase Inhibitors from Broussonetia papyrifera

et al. 2001

View full text Add to dashboard Cite

show abstract

“…[1,2] Tamoxifen represents one of the treatments for hormone-dependent cancers by blocking the binding of estrogen to the estrogen receptor. [3][4][5] However, resistance to tamoxifen therapy was developed and consequently, the search for an alternative treatment protocol has become a crucial matter. [6] Inhibition of estrogen synthesis represents another promising therapeutic approach causing the body to produce less estrogen through the inhibition of aromatase enzyme.…”

mentioning

confidence: 99%

“…Estrogen was found to play a key role in the progression and metastasis of such tumors . Tamoxifen represents one of the treatments for hormone‐dependent cancers by blocking the binding of estrogen to the estrogen receptor . However, resistance to tamoxifen therapy was developed and consequently, the search for an alternative treatment protocol has become a crucial matter .…”

mentioning

confidence: 99%

Synthesis, biological evaluation, and molecular docking studies of new pyrazol‐3‐one derivatives with aromatase inhibition activities

Yi¹,

El-Idreesy

Eldebss

et al. 2016

Chem Biol Drug Des

View full text Add to dashboard Cite

A new series derived from 4-(2-chloroacetyl)-1,2-dihydro-1,5-dimethyl-2-phenyl-3H-pyrazol-3-one was synthesized, characterized and its pharmacological activity toward aromatase enzyme inhibition was screened and compared to the reference native ligand letrozole. The most active compound of the series was 16, showing IC value of 0.0023 ± 0.0002 μm compared to letrozole with IC of 0.0028 ± 0.0006 μm. In addition, compounds 26 and 36 exhibit good inhibition activities close to letrozole with IC values 0.0033 ± 0.0001 and 0.0032 ± 0.0003 μm, respectively. Moreover, molecular docking studies were conducted to support the findings.

show abstract

(10E,12Z)‐9‐Hydroxy‐10,12‐octadecadiensäure, ein Aromatase‐Hemmstoff aus dem Wurzelextrakt von Urtica dioica

1991

View full text Add to dashboard Cite

(10E,12Z)-9-Hydroxy-lO,l2-octadecadienoic Acid, an Aromatase Inhibitor from Roots of Urtica dioicaAqueous-methanolic extracts from roots of Urtica dioica were tomatoes was used for synthesis of (9S)-1, which caused also fractionated and tested for aromatase-inhibition activity. After inhibition of aromatase. Stereo models of the compound derivatization the most active fraction was separated by GC/ showed some structural similarity to steroidal natural sub-MS. Besides common fatty acids (lOE,12Z)-9-hydroxy-l0,12-strates of aromatase. For that reason (10E,12Z)-9-oxo-10,12-ococtadecadienoic acid (1) was identified as a main component tadecadienoic acid (2) was also synthesized. It showed an about and confirmed to be the active principle. Lipoxygenase from tenfold higher activity compared to 1.

show abstract

The potential significance of aromatase in the etiology and treatment of prostatic disease

Cited by 9 publications

References 20 publications

Aromatase Inhibitors from Broussonetia papyrifera

Aromatase Inhibitors from Broussonetia papyrifera

Synthesis, biological evaluation, and molecular docking studies of new pyrazol‐3‐one derivatives with aromatase inhibition activities

(10E,12Z)‐9‐Hydroxy‐10,12‐octadecadiensäure, ein Aromatase‐Hemmstoff aus dem Wurzelextrakt von Urtica dioica

Contact Info

Product

Resources

About