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Jain S.K.,Indian Institute of Integrative Medicine | Jain S.K.,Academy and Scientific and Industrial Research AcSIR | Pathania A.S.,Academy and Scientific and Industrial Research AcSIR | Pathania A.S.,Indian Institute of Integrative Medicine | And 14 more authors.
Journal of Natural Products | Year: 2013

Mallotus B (2d) is a prenylated dimeric phloroglucinol compound isolated from Mallotus philippensis. There have been no reports on the synthesis or biological activity of this compound. In the present paper, a semisynthetic preparation of mallotus B is reported via base-mediated intramolecular rearrangement of rottlerin (1), which is one of the major constituents of M. philippensis. The homodimer "rottlerone" was also formed as one of the products of this base-mediated intramolecular reaction. Rottlerin (1), along with rottlerone (2c) and mallotus B (2d), was evaluated for cytotoxicity against a panel of cancer cell lines including HEPG2, Colo205, MIAPaCa-2, PC-3, and HL-60 cells. Mallotus B (2d) displayed cytotoxicity for MIAPaCa-2 and HL-60 cells with IC50 values of 9 and 16 μM, respectively. Microscopic studies in HL-60 cells indicated that mallotus B (2d) induces cell cycle arrest at the G1 phase and causes defective cell division. It also induces apoptosis, as evidenced by distinct changes in cell morphology. © 2013 The American Chemical Society and American Society of Pharmacognosy. Source

Bharate J.B.,Indian Institute of Integrative Medicine | Bharate J.B.,Academy and Scientific and Industrial Research AcSIR | Guru S.K.,Indian Institute of Integrative Medicine | Jain S.K.,Academy and Scientific and Industrial Research AcSIR | And 13 more authors.
RSC Advances | Year: 2013

An efficient and eco-friendly synthesis of therapeutically important and structurally diverse imidazo[1,2-a]pyridines using recyclable bimetallic Cu-Mn spinel oxide catalyst in aqueous medium has been developed. The Cu-Mn catalyzed domino three-component coupling of 2-aminopyridines, aldehydes and alkynes followed by 5-exo-dig cycloisomerization produced desired imidazo[1,2-a] pyridines in good yields. The efficiency of this protocol could be attributed to the presence of these metals in multiple oxidation states (Cu2+, Mn2+, Mn3+ and Mn4+) in the bimetallic Cu-Mn catalyst. The advantages of this protocol over previous reports include the use of aqueous medium, recyclable catalyst, shorter reaction times and no requirement of any additive. This is the first method for synthesis of imidazo[1,2-a]pyridines which utilizes water as a reaction medium. © The Royal Society of Chemistry 2013. Source

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