Convergent synthesis of Carpatamide-A: Cytotoxic arylamine derivative from marine derived Streptomyces sp.

Abstract:

:First total synthesis of carpatamide-A 7a, cytotoxic arylamine derivative isolated from marine derived Streptomyces sp., was achieved in twelve steps with overall yield of 24% with seven longest linear steps. In the penultimate step, dienoic acid 13 and an amino-phenylpropionic acid methyl ester core 21 were coupled to synthesize methylated derivativative of carpatamide-A 22 followed by demethylation of the intermediate with BBr3 to accomplish carpatamide-A 7a. Both precursors 13 and 21 were synthesized from readily available starting materials i.e. isovaleraldehyde 8 and 2, 4-dihydroxy benzaldehyde 14.

journal_name

Nat Prod Res

journal_title

Natural product research

authors

Burman RP,Gupta S,Bhatti J,Verma K,Rajak D,Gill MS

doi

10.1080/14786419.2018.1460837

subject

Has Abstract

pub_date

2019-04-01 00:00:00

pages

1147-1157

issue

8

eissn

1478-6419

issn

1478-6427

journal_volume

33

pub_type

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