[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.
School of Chemistry and Environment Science, Nanjing Normal University, Nanjing 210097, China. zhangdayong@njnu.edu.cn
Da-yong
DY
Zhang
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