Synthesis and biological evaluation of 3-substituted-indolin-2-one derivatives containing chloropyrrole moieties.

Eighteen novel 3-substituted-indolin-2-ones containing chloropyrroles were synthesized and their biological activities were evaluated. The presence of a chlorine atom on the pyrrole ring was crucial to reduce cardiotoxicity. The presence of a 2-(ethyl-amino)ethylcarbamoyl group as a substituent at the C-4' position of the pyrrole enhanced the antitumor activities notably. IC50 values as low as 0.32, 0.67, 1.19 and 1.22 µM were achieved against non-small cell lung cancer (A549), oral epithelial (KB), melanoma (K111) and large cell lung cancer cell lines (NCI-H460), respectively.

5-Methyl-1,2,3,3a-tetra-hydro-benzo[e]pyrrolo-[2,1-b][1,3]oxazepin-10(5H)-one.

The asymmetric unit of the title compound, C(13)H(15)NO(2), the main product of a photoreaction, contains two crystallographically independent mol-ecules. In both mol-ecules, the conformation of the seven-membered ring is twist sofa and that of the five-membered rings is envelope. In the crystal, mol-ecules are linked by weak inter-molecular C-H⋯O hydrogen bonds.

5-p-Tolyl-1,2,3,3a-tetra-hydro-benzo[e]pyrrolo-[2,1-b][1,3]oxazepin-10(5H)-one.

The structure of the title compound, C(19)H(19)NO(2), contains a seven-membered ring, which is fused to one five- and one six-membered ring, and carries a tolyl substituent. The two benzene rings are oriented relative to each other at a dihedral angle of 86.90 (7)°. In the crystal, mol-ecules are linked by weak inter-molecular C-H⋯O hydrogen bonds.

(3aR*,5R*)-5-(4-Chloro-phen-yl)-1,2,3,3a-tetra-hydro-benzo[e]pyrrolo-[2,1-b][1,3]ox-azepin-10(5H)-one.

The title compound, C(18)H(16)ClNO(2), is the main product of a photoreaction. The two benzene rings make a dihedral angle of 86.40 (2)° with each other. The 1,3-oxazepine C atom to which the 4-chloro-phenyl group is attached and the C atom of the 4-chloro-phenyl group attached to the 1,3-oxazepine ring are chiral C atoms, but the crystal is a racemate in which the enanti-omers are linked by a pair of weak inter-molecular C-H⋯O hydrogen bond, forming an inversion dimer.

Active constituents from Aloe arborescens as BACE inhibitors / 药学学报

<p><b>AIM</b>To seek for new components as BACE inhibitors from Aloe arborescens.</p><p><b>METHODS</b>The chemical constituents were isolated by chromatographic methods and their structures were elucidated on the basis of spectral analysis.</p><p><b>RESULTS</b>Eight compounds were isolated and their structures identified as 6'-O-isobutyryl aloenin A (1), aloenin A (2), aloe-emodin (3), (E)-2-acetonyl-8-(2'-O-feruloxyl)-beta-D-glucopyranosyl-7-methoxy-5-methyl-chromone (4), 7-O-methylaloeresin A (5), babarloin A (6), elgonica-dimer A (7), and elgonica-dimer B (8), separately.</p><p><b>CONCLUSION</b>Compound 1 is a new compound, and compound 4 was isolated from A. arborescens for the first time. Pharmacological tests indicated that 2, 4, 5 and 6 have moderate inhibitory active on BACE.</p>

Isolation and structure elucidation of glycosides in n-butanol extracts from rhizome of Periploca calophylla / 中国中药杂志

<p><b>OBJECTIVE</b>To study the chemical constituents from n-butanol extracts of Periploca calophylla.</p><p><b>METHOD</b>The constituents were isolated and purified by chromatographic technology and their structures were elucidated on the basis of physicochemical property and spectroscopic methods.</p><p><b>RESULT</b>Eight glycosides were isolated and identified as periplocin (I), kaempferol 3-alpha-D-arabinoside (II), kaempferol 3-O-beta-D-glucoside (III), 3',4',5,7-tetrahydroxyflavanone-2(S)-3'-O-beta-D-glucopyranoside (IV), (+)-syringaresinol-4'-O-beta-D-monoglucoside (V), 1-sinapoylglucoside (VI), erigeside C (VII), 2,6-dimethoxy-4-hydroxyphenol 1-O-beta-D-glucoside (VIII).</p><p><b>CONCLUSION</b>All the compounds were isolated for the first time from this plant.</p>

Chemical constituents of the aerial parts of Rhamnus crenatus / 药学学报

<p><b>AIM</b>To study chemical constituents of the aerial parts of Rhamnus crenatus sieb. et zucc.</p><p><b>METHODS</b>The chemical constituents were isolated by chromatographic methods and their structures were elucidated on the basis of spectral analysis.</p><p><b>RESULTS</b>Five compounds were isolated and their structures were identified as crenatoside (1), torachrysone (2), emodin (3), emodin-1-O-beta-D-glucopyranoside (4) and beta-sitosterol (5) respectively.</p><p><b>CONCLUSION</b>Compound 1 is a new compound and the others were isolated from Rhamnus crenatus for the first time.</p>

Studies on chemical constituents from herb of Hemiphragma heterophyllum / 中国中药杂志

<p><b>OBJECTIVE</b>To study the chemical constituents from Hemiphragma heterophyllum.</p><p><b>METHOD</b>The constituents were isolated and purified by chromatographic technology and their structures were elucidated by physico-chemical evidence and spectral data.</p><p><b>RESULT</b>Eight compounds were isolated and identified as hemiphroside C (I), plantainoside E (II), hemiphroside A (III), acetoside (IV), globularin (V), 10-(Z)-cinnamoyl-catapol (VI), iso-scrophularioside (VII), cinnamic acid (VIII).</p><p><b>CONCLUSION</b>Compound I was a new phenylethanoid glucoside and compounds II and VI were isolated for the first time from this plant.</p>

Studies on chemical constituents from leaves of Securinega suffruticosa / 中国中药杂志

<p><b>OBJECTIVE</b>To investigate the chemical constituents of Securinega suffruticosa.</p><p><b>METHOD</b>It was isolated and purified by silica gel chromatography. Their structures were elucidated by means of spectral analysis.</p><p><b>RESULT</b>Four compounds were isolated and identified as ent-phyllanthidine (1), virosecurinine (2), 14,15-dihydrovirosecurinine (3) and viroallosecurinine (4).</p><p><b>CONCLUSION</b>All of four compounds were isolated from S. suffruticosa for the first time and were the enantiomers isolated from this plant before.</p>

Chemical components of Boswellia carterii / 药学学报

<p><b>AIM</b>To investigate the chemical components of Boswellia carterii.</p><p><b>METHODS</b>Chromatographic technologies were used for separation and purification, while spectral analysis was used for structure elucidation.</p><p><b>RESULTS</b>Six compounds were isolated and their structures were identified as acetyl-alpha-boswellic acid (1), acetyl-beta-boswellic acid (2), lup-20(29)-ene-3 alpha-acetoxy-24-oic acid (3), alpha-boswellic acid (4), beta-boswellic acid (5) and acetyl-11-keto-beta-boswellic acid (6).</p><p><b>CONCLUSION</b>Compound 3 is a new constituent.</p>