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IJC-B Vol.45B(01) [January 2006] >

Title: Synthesis of potent water soluble forskolin analogues
Authors: Lal, Bansi
Gangopadhyay, Ashok Kumar
Gidwani, Ramesh M
Rajagopalan, Ramanujam
Ghate, Anil V
Keywords: forskolin
water soluble
ω-halo acid
acrylic acid
hydroxyacyl forskolin
aliphatic amine
Michael addition
heterocyclic amine
inotropic activity
Issue Date: Jan-2006
Publisher: CSIR
IPC CodeInt.Cl.7 C 07 C
Abstract: The coupling of ω-halo acid or acrylic acid with 6-2-hydroxyacyl forskolin 1 in the presence of DCC and DMAP gives 6-ω-haloacyloxy or acryloxy derivatives 10-12. These derivatives undergo halogen displacement or Michael addition reaction with aliphatic or heterocyclic amine to afford compounds 13-28. Alternatively, 1 is coupled with N-trityl protected amino acid to give corresponding intermediates 2-5. Removal of trityl group could be achieved by TFA diluted with ether and subsequent salt formation with HCl in ether yields 6-9 as hydrochloride salt. Compound 6 has shown excellent in vitro and in vivo positive inotropic activity.
Page(s): 232-246
ISSN: 0975-0983(Online); 0376-4699(Print)
Source:IJC-B Vol.45B(01) [January 2006]

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