Synthesis and mesomorphism of novel non-symmmetric mono b-aryl (octylsulfanyl)porphyrazines and their Ni(II) complexes were reported. A recently disclosed asymmetrization procedure led to mono b-bromo substituted porphyrazines, which provided access to aryl substituted derivatives through Suzuki cross-coupling. UVVis spectroscopy showed a bathochromic shift for bromine and aryl substituted nickel complexes. Optical Microscopy and DSC showed that Br derivatives 3a-3b and H-heptakis Ni(II) complex 2b display two columnar mesophases (Col h and Col r ) stable even at RT and a wide DT (100 C). Introduction of the aryl substituent on the macrocycle caused the appearance of only the Col h mesophase and lower DT.
A series of new thienyl ring containing analogues of nelfinavir and saquinavir with different substitution patterns were synthesized from suitable enantiopure diols. Their inhibitory activity against wild type recombinant HIV-1 protease was evaluated. In general thienyl groups spaced from the core by a methylene group gave products showing IC(50) in the nanomolar range, irrespective of the type and the substitution pattern of the heterocycle. The range of activity of the two most active compounds is substantially maintained or even increased against two commonly selected mutants, under drug pressure, such as V32I and V82A.
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