- MEDICARPIN, ITS DERIVATIVES, MANUFACTURING METHOD THEREOF
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A compound and a method thereof are provided. The compound of the invention has formula I shown below. Each variable in formula I and manufacturing method are defined in the specification. The invention also provides a method for treating organ dysfunction.
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- A general asymmetric route to enantio-enriched isoflavanes via an organocatalytic annulation of o-quinone methides and aldehydes
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Reported herein is a general approach to optically active isoflavanes based on a chiral amine-catalyzed [4 + 2] asymmetric annulation of o-quinone methides and aldehydes. A number of naturally occurring isoflavanes, including equol, sativan, isosativan, v
- Zhang, Jian,Zhang, Shuangzhan,Yang, Huixin,Zhou, Ding,Yu, Xueting,Wang, Wei,Xie, Hexin
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supporting information
p. 2407 - 2411
(2018/05/24)
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- Total Synthesis of (+)-Medicarpin
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(+)-Medicarpin has been synthesized asymmetrically for the first time in a linear scalable process with an overall yield of 11%. The two chiral centers were constructed in one step via condensation using a chiral oxazolidinone auxiliary. This method will likely accelerate research on medicarpin as an erythropoietin inducer for erythropoietin-deficient diseases.
- Yang, Xiaoming,Zhao, Yu,Hsieh, Min-Tsang,Xin, Guang,Wu, Rong-Tsun,Hsu, Pei-Lun,Horng, Lin-Yea,Sung, Hui-Ching,Cheng, Chien-Hsin,Lee, Kuo-Hsiung
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p. 3284 - 3288
(2018/01/02)
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- Synthesis, optical resolution, absolute configuration, and osteogenic activity of cis-pterocarpans
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A convenient synthesis of natural and synthetic pterocarpans was achieved in three steps. Optical resolution of the respective enantiomers was accomplished by analytical and semi-preparative HPLC on a chiral stationary phase. For medicarpin and its synthetic derivative 9-demethoxymedicarpin, the absolute configuration was confirmed by a combination of experimental LC-ECD coupling and quantum-chemical ECD calculations. (-)-Medicarpin and (-)-9-demethoxymedicarpin are both 6aR,11aR-configured, and consequently the corresponding enantiomers, (+)-medicarpin and (+)-9-demethoxymedicarpin, possess the 6aS,11aS-configuration. A comparative mechanism study for osteogenic (bone forming) activity of medicarpin (racemic versus enantiomerically pure material) revealed that (+)-(6aS,11aS)-medicarpin (6a) significantly increased the bone morphogenetic protein-2 (BMP2) expression and the level of the bone-specific transcription factor Runx-2 mRNA, while the effect was opposite for the other enantiomer, (-)-(6aR,11aR)-medicarpin (6a), and for the racemate, (±)-medicarpin, the combined effect of both the enantiomers on transcription levels was observed. The Royal Society of Chemistry 2012.
- Goel, Atul,Kumar, Amit,Hemberger, Yasmin,Raghuvanshi, Ashutosh,Jeet, Ram,Tiwari, Govind,Knauer, Michael,Kureel, Jyoti,Singh, Anuj K.,Gautam, Abnish,Trivedi, Ritu,Singh, Divya,Bringmann, Gerhard
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p. 9583 - 9592
(2013/01/16)
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