- Effects of lipophilicity, protecting group and stereochemistry on the antimalarial activity of carbohydrate-derived thiochromans
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A series of novel carbohydrate-derived thiochromans has been successfully synthesized in order to investigate the influence of alkyl substituents on the aromatic ring of the thiophenol moiety in addition to the effect of protecting groups and stereochemistry on the sugar component of the target molecules. Results from the evaluation of the thiochromans for their antimalarial activity against the chloroquine-sensitive (3D7) strain of Plasmodium falciparum suggest that the presence of short chain alkyl substituents, a benzyl ether protecting group and equatorial orientation of the C-4 substituent on the sugar moiety are crucial structural features that impart high antimalarial activity.
- Madumo, Gilbert K.,Moshapo, Paseka T.,Kinfe, Henok H.
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p. 817 - 833
(2018/01/10)
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- The application of phenylmethanethiol and benzenethiol derivatives as odorless organosulfur reagents in the synthesis of thiosugars and thioglycosides
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p-Octyloxyphenylmethanethiol and p-dodecylbenzenethiol were prepared as new odorless organosulfur reagents. Thiosugars and thioglycosides were synthesized using these reagents without encountering any malodorous procedures.
- Hasegawa, Jun-Ya,Hamada, Masahiro,Miyamoto, Tetsuo,Nishide, Kiyoharu,Kajimoto, Tetsuya,Uenishi, Jun-Ichi,Node, Manabu
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p. 2360 - 2368
(2007/10/03)
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- Photochromism of Hemithioindigo Derivatives. I. Preparation and Photochromic Properties in Organic Solvents
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Thirteen hemithioindigo (HT) derivatives bearing alkyl chains are newly synthesized and their photochromism and emission properties are investigated.The Z/E photoisomerisms of these compounds in organic solvents are essentially in agreeement with data reported by Mostoslavskii and Izmail'skii (J.Gen.Chem.USSR, Engl Transl.), 31, 21 (1961), and subsequent papers).At 77 K both the E and Z isomers of HT chromophore emit fluoresscences of comparable intensities, whereas at room temperature very weak fluorescence is observed only from the Z isomer.Examination of repeatable numbers of Z/E photoisomerization reveals that the HT chromophore possesses remarkable inherent photofatigue resistance.
- Yamaguchi, Takeo,Seki, Takahiro,Tamaki, Takashi,Ichimura, Kunihiro
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p. 649 - 656
(2007/10/02)
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