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Pharm Sci. 2013;19(1): 23-30.
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Original Research

Synthesis of 4-Aryl-4H-Chromene Derivatives with Boric Acid: Evaluation of Their in vitro Anti-Angiogenesis Effects and Possible Mechanism of Action

Hadi Adibi*, Reza Khodarahmi*, Kamran Mansouri, Maryam Khaleghi, Shabnam Maghsoudi
*Corresponding Authors: Email: HadiAdibi@gmail.com; Email: RezaKhodarahmi@gmail.com

Abstract

Angiogenesis is the process in which the new blood vessels are formed from pre-existing ones. The development of the vascular system is one of the earliest events in organogenesis. Since angiogenesis is a key process in the promotion of cancer and its metastasis (most common cause of cancer death in human), inhibition of angiogenesis is one of the promising approaches for treatment of tumor growth and metastasis. In this study, several derivatives of 4-aryl-4H-chromenes bearing methoxy substituent have been synthesized with boric acid as catalyst and investigated with potential anti-angiogenesis effects as well as anti-angiogenic mechanism. Methods: Anti-angiogenic and anti-proliferative effects of the prepared compounds checked on three-dimensional culture of human umbilical vein endothelial cells (HUVECs) in collagen matrix and HUVEC proliferation assay as well as matrix metalloproteinase (MMP) gelatinase assay in the endothelial cell-based experimental system. Finally, anti-angiogenic mechanism of the compounds was identified, using gel zymography method. Results: Among the synthesized compounds 4a and 4h were as the most active in these series. The compound 4a was caused angiogenesis inhibition with complete suppression at 3 µg/ml (8.537 µM) and 4h at 1.6 µg/ml (4.196 µM). Conclusion: At end, chromene derivatives can serve as the lead molecules for further development of a new class of anti-angiogenesis agents
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Submitted: 16 Nov 2013
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