SYNTHESIS AND ANALGESIC ACTIVITY OF NEW DERMORPHIN ANALOGS

Authors
NAQVI T DHAWAN VC HAQ W RAGHUBIR R PATNAIK GK MATHUR KB DHAWAN BN
Citation
T. Naqvi et al., SYNTHESIS AND ANALGESIC ACTIVITY OF NEW DERMORPHIN ANALOGS, Indian journal of chemistry. Sect. B: organic chemistry, including medical chemistry, 33(5), 1994, pp. 445-450
Citations number
20
Categorie Soggetti
Chemistry Inorganic & Nuclear
Journal title
Indian journal of chemistry. Sect. B: organic chemistry, including medical chemistry → ACNP
ISSN journal
03764699
Volume
33
Issue
5
Year of publication
1994
Pages
445 - 450
Database
ISI
SICI code
0376-4699(1994)33:5<445:SAAAON>2.0.ZU;2-W
Abstract
Synthesis and analgesic activity of five new heptapeptides structurall y related to dermorphin (DM): Tyr-D-Ala-Phe-Gly-Tyr-Pro-Ser-NH.C3H7(i) (21), Tyr-D-Ala-Phe-Gly-Tyr-Pro-Gly-NH.C3H7(i) (22), Tyr-D-Ala-Phe-Gl y-Tyr-Pro-Ser-NH.CH2.C6H5 (23), Tyr-D-Ala-Phe-Sar-Tyr-Pro-Ser-NH.C3H7( i) (24) and Tyr-D-Ala-MePhe-Gly-Tyr-Pro-Ser-NH.C3H7(i) (25) are report ed. Synthesis of all the congeners has been achieved by (4 + 3) fragme nt condensation in the solution phase. Heptapeptide (21) is thrice as active as DM and nearly two thousand times more potent than morphine f ollowing intracerebral administration to mice. Peptides 22-25 are less potent than DM..