دورية أكاديمية

Synthesis of amide derivatives of 3-aryl-3H-benzopyrans as osteogenic agent concomitant with anticancer activity.

التفاصيل البيبلوغرافية
العنوان: Synthesis of amide derivatives of 3-aryl-3H-benzopyrans as osteogenic agent concomitant with anticancer activity.
المؤلفون: Singh S; Phytochemistry Division, CSIR-Central Institute of Medicinal and Aromatic Plants, P.O. CIMAP, Kukrail Road, Lucknow 226015, India; Academy of Scientific and Innovative Research (AcSIR),Ghaziabad, Uttar Pradesh- 201002, India., Verma SC; Phytochemistry Division, CSIR-Central Institute of Medicinal and Aromatic Plants, P.O. CIMAP, Kukrail Road, Lucknow 226015, India., Kumar V; Molecular Endocrinology Laboratory, Department of Biotechnology, Indian Institute of Technology Roorkee, Roorkee 247667, Uttarakhand, India., Sharma K; Division of Endocrinology, CSIR-Central Drug Research Institute, Sector-10, Jankipuram extension, Lucknow 226031, India; Academy of Scientific and Innovative Research (AcSIR),Ghaziabad, Uttar Pradesh- 201002, India., Singh D; Bioprospection and Product Development, CSIR-Central Institute of Medicinal and Aromatic Plants, P.O. CIMAP, Kukrail Road, Lucknow 226015, India., Khan S; Technology Dissemination and Computational Division, CSIR-Central Institute of Medicinal and Aromatic Plants, P.O. CIMAP, Kukrail Road, Lucknow 226015, India., Gupta N; Division of Endocrinology, CSIR-Central Drug Research Institute, Sector-10, Jankipuram extension, Lucknow 226031, India; Academy of Scientific and Innovative Research (AcSIR),Ghaziabad, Uttar Pradesh- 201002, India., Singh R; Division of Endocrinology, CSIR-Central Drug Research Institute, Sector-10, Jankipuram extension, Lucknow 226031, India; Academy of Scientific and Innovative Research (AcSIR),Ghaziabad, Uttar Pradesh- 201002, India., Khan F; Technology Dissemination and Computational Division, CSIR-Central Institute of Medicinal and Aromatic Plants, P.O. CIMAP, Kukrail Road, Lucknow 226015, India; Academy of Scientific and Innovative Research (AcSIR),Ghaziabad, Uttar Pradesh- 201002, India., Chanda D; Bioprospection and Product Development, CSIR-Central Institute of Medicinal and Aromatic Plants, P.O. CIMAP, Kukrail Road, Lucknow 226015, India; Academy of Scientific and Innovative Research (AcSIR),Ghaziabad, Uttar Pradesh- 201002, India., Mishra DP; Division of Endocrinology, CSIR-Central Drug Research Institute, Sector-10, Jankipuram extension, Lucknow 226031, India; Academy of Scientific and Innovative Research (AcSIR),Ghaziabad, Uttar Pradesh- 201002, India., Singh D; Division of Endocrinology, CSIR-Central Drug Research Institute, Sector-10, Jankipuram extension, Lucknow 226031, India; Academy of Scientific and Innovative Research (AcSIR),Ghaziabad, Uttar Pradesh- 201002, India., Roy P; Molecular Endocrinology Laboratory, Department of Biotechnology, Indian Institute of Technology Roorkee, Roorkee 247667, Uttarakhand, India., Gupta A; Phytochemistry Division, CSIR-Central Institute of Medicinal and Aromatic Plants, P.O. CIMAP, Kukrail Road, Lucknow 226015, India; Academy of Scientific and Innovative Research (AcSIR),Ghaziabad, Uttar Pradesh- 201002, India. Electronic address: a.gupta@cimap.res.in.
المصدر: Bioorganic chemistry [Bioorg Chem] 2023 Apr; Vol. 133, pp. 106380. Date of Electronic Publication: 2023 Jan 21.
نوع المنشور: Journal Article; Research Support, Non-U.S. Gov't
اللغة: English
بيانات الدورية: Publisher: Elsevier Country of Publication: United States NLM ID: 1303703 Publication Model: Print-Electronic Cited Medium: Internet ISSN: 1090-2120 (Electronic) Linking ISSN: 00452068 NLM ISO Abbreviation: Bioorg Chem Subsets: MEDLINE
أسماء مطبوعة: Publication: Amsterdam : Elsevier
Original Publication: New York, London, Academic Press.
مواضيع طبية MeSH: Benzopyrans*/pharmacology , Antineoplastic Agents*/pharmacology, Amides/pharmacology ; Molecular Docking Simulation ; Estrogen Receptor beta/metabolism ; Apoptosis ; Cell Proliferation ; Cell Line, Tumor
مستخلص: The present study reports a series of 3-aryl-3H-benzopyran-based amide derivatives as osteogenic agents concomitant with anticancer activity. Six target compounds viz 22e, 22f, 23i, and 24b-d showed good osteogenic activity at 1 pM and 100 pM concentrations. One of the potential molecules, 24b, effectively induced ALP activity and mRNA expression of osteogenic marker genes at 1 pM and bone mineralization at 100 pM concentrations. These molecules also presented significant growth inhibition of osteosarcoma (MG63) and estrogen-dependent and -independent (MCF-7 and MDA-MB-231) breast cancer cells. The most active compound, 24b, inhibited the growth of all the cancer cells within the IC 50 10.45-12.66 µM. The mechanistic studies about 24b showed that 24b induced apoptosis via activation of the Caspase-3 enzyme and inhibited cancer cell migration. In silico molecular docking performed for 24b revealed its interaction with estrogen receptor-β (ER-β) preferentially.
Competing Interests: Declaration of Competing Interest The authors declare that they have no known competing financial interests or personal relationships that could have appeared to influence the work reported in this paper.
(Copyright © 2023 Elsevier Inc. All rights reserved.)
فهرسة مساهمة: Keywords: 3-aryl-3H-benzopyran; Anti-estrogen; Benzopyran; Estrogen; Isoflavonoids; Osteogenic; Tamoxifen
المشرفين على المادة: 0 (Benzopyrans)
0 (Amides)
0 (Antineoplastic Agents)
0 (Estrogen Receptor beta)
تواريخ الأحداث: Date Created: 20230202 Date Completed: 20230320 Latest Revision: 20230320
رمز التحديث: 20231215
DOI: 10.1016/j.bioorg.2023.106380
PMID: 36731295
قاعدة البيانات: MEDLINE
الوصف
تدمد:1090-2120
DOI:10.1016/j.bioorg.2023.106380