[Synthesis of isothioureas derived from tetrahydroisoquinoline and NOS inhibitory activity].
OBJECTIVE
To get some novel potent compounds with NOS inhibitory activity, a series of new compounds of isothioureas derived from 1,2,3,4-tetrahydroisoquinoline were synthesized.


METHODS
1,2, 3,4-Tetrahydroisoquinol-2-yl was introduced into the structure of isothioureas, the NOS inhibitory activity of the new compounds synthesized were measured.


CONCLUSIONS
Twenty-two isothiourea derivatives of [alkyl(or aryl) imino] (1,2,3,4-tetrahydroisoquinol-2-yl) methyl alkyl thioethers (I) and S-alkyl-1-phenyl-3-[4-(1,2,3,4-tetrahydroisoquinol-2-yl) methane] phenyl isothioureas (II) were synthesized from thioureas by S-alkylation with alkyl halides, and their structures were identified by IR, 1H NMR, MS and elemental analysis. The preliminary biological test showed that the part of type I (1-9 and 1-13) had higher NOS inhibitory activity than that the control aminoguanidine (AG), but the type II had weak ability to inhibit NOS.
Zhang
Da-yong
DY
School of Chemistry and Environment Science, Nanjing Normal University, Nanjing 210097, China. zhangdayong@njnu.edu.cn
D015394:Molecular Structure; D019001:Nitric Oxide Synthase / Q000037:antagonists & inhibitors* / Q000378:metabolism; D013237:Stereoisomerism; D044005:Tetrahydroisoquinolines / Q000737:chemistry*; D013890:Thiourea / Q000031:analogs & derivatives* / Q000138:chemical synthesis* / Q000737:chemistry / Q000494:pharmacology
D044005:Tetrahydroisoquinolines; D019001:Nitric Oxide Synthase; D013890:Thiourea