159263-87-3Relevant academic research and scientific papers
Antineoplastic agents. 443. Synthesis of the cancer cell growth inhibitor hydroxyphenstatin and its sodium diphosphate prodrug
Pettit, George R.,Grealish, Matthew P.,Herald, Delbert L.,Boyd, Michael R.,Hamel, Ernest,Pettit, Robin K.
, p. 2731 - 2737 (2000)
A structure - activity relationship (SAR) study of the South African willow tree (Combretum caffrum) antineoplastic constituent combretastatin A-4 (3b) led to the discovery of a potent cancer cell growth inhibitor designated phenstatin (5a). This benzophenone derivative of combretastatin A-4 showed remarkable antineoplastic activity, and the benzophenone derivative of combretastatin A-1 was therefore synthesized. The benzophenone, designated hydroxyphenstatin (6a), was synthesized by coupling of a protected bromobenzene and a benzaldehyde to give the benzhydrol with subsequent oxidation to the ketone. Hydroxyphenstatin was converted to the sodium phosphate prodrug (6e) by a dibenzyl phosphite phosphorylation and subsequent benzyl cleavage (6a → 6d → 6e). While hydroxyphenstatin (6a) was a potent inhibitor of tubulin polymerization with activity comparable to that of combretastatin A-1 (3a), the phosphorylated derivative (6e) was inactive.
The first total synthesis of (±)-methyl salvianolate A using a convergent strategy
Wang, Bo,Wang, Liping,Peng, Ying,Pang, Yiying,Xiao, Hesheng,Wang, Xiaoji,Huang, Shuangping
, (2019)
Herein, a convergent, practicable and first total synthesis of the natural product, (±)-methyl salvianolate A, is reported. The key features of the approach are the use of a Horner–Wadsworth–Emmons reaction and the protection of multiple hydroxyls using s
Boron Containing PDE4 Inhibitors
-
Paragraph 0634-0635, (2020/04/29)
The present invention relates to boron containing compounds of Formula (I) [in-line-formulae]X—Y—Z?? Formula (I)[/in-line-formulae] that inhibit phosphodiesterase 4 (PDE4). The invention also encompasses pharmaceutical compositions containing these compounds and methods for treating diseases, conditions, or disorders ameliorated by inhibition of PDE4.
Synthesis of (+)-salvianolic acid A from sodium Danshensu
Xu, Kai,Liu, Hao,Liu, Delong,Sheng, Cheng,Shen, Jiefeng,Zhang, Wanbin
, p. 5996 - 6002 (2018/09/06)
(+)-Salvianolic acid A, one of the most active components in the traditional Chinese medicine Danshen, has been synthesized over 10 steps in 6.5% overall yield. Starting from inexpensive ortho-vanillin and sodium Danshensu (synthesized via asymmetric catalysis in our group), the process consists of the following: A Wittig reaction that gives the desire product with absolute E-configuration, a demethylation reaction with AlCl3 in a satisfactory yield, and a practical deprotection of allylic groups to afford the terminal product (+)-salvianolic acid A. The current synthetic technology possesses the advantages of using inexpensive starting materials, mild reaction conditions and has the potential for use in large scale synthesis.
Salvianolic acid A intermediate and preparation method thereof
-
Paragraph 0040; 0041; 0076; 0077; 0094; 0095; 103; 0104, (2018/09/08)
The invention relates to a medicine salvianolic acid A intermediate used for treating angina and acute myocardial infarction, i.e., a new synthesis method for trans-3-bromo-2-(3,4-di-substituted styryl)-6-substituted phenol. The method comprises the follo
SMND-309 compound preparation method
-
Paragraph 0030; 0031; 0032, (2017/07/20)
The invention relates to a synthetic method of a SMND-309 compound shown in a formula 6. The method comprises the following steps of: reacting a compound 1 shown in a formula 1 with carbon tetrabromide and triphenylphosphine to obtain a compound 2 shown i
Synthesis of SMND-309, a derivate of salvianolic acid B
Wu, Kong,Song, Chan,Cui, Dong-Mei,Zhang, Chen
supporting information, p. 1387 - 1391 (2017/07/25)
(E)-2-(6-((E)-2-carboxyvinyl)-2,3-dihydroxyphenyl)-3-(3,4-dihydroxyphenyl) acrylic acid, designated SMND-309, was synthesized starting from 2-hydroxy-3-methoxybenzaldehyde in 12 steps and with an overall yield of 44%. The synthetic key features were the c
Method for synthesizing natural product salvianolic acid A methyl ester
-
Paragraph 0080; 0083; 0084, (2017/07/20)
The invention relates to a novel method for synthesizing natural product salvianolic acid A methyl ester. A synthetic route is unique and novel in design; key strategies and steps comprise the step of using an easily-removed t-butyldimethylsilyl protectin
New synthesis method of natural product Salvianolic Acid F
-
Paragraph 0014; 0031; 0032; 0034, (2018/01/04)
The invention discloses a new synthesis method of a natural product Salvianolic Acid F. The method comprises the following steps: carrying out hydroxyl group protection on 4-methycatechol used as a raw material, carrying out a methyl radical reaction, and
Synthesis and biological activities of novel furo[2,3,4-jk][2]benzazepin- 4(3H)-one derivatives
Ando, Kumiko,Akai, Yukiko,Kunitomo, Jun-Ichi,Yokomizo, Takehiko,Nakajima, Hidemitsu,Takeuchi, Tadayoshi,Yamashita, Masayuki,Ohta, Shunsaku,Ohishi, Takahiro,Ohishi, Yoshitaka
, p. 655 - 663 (2008/03/14)
A novel seven-membered lactam formation method has been established by intramolecular ring closure reaction of 4-bromo-(E)-3-[(2-alkylvinyl) carbonylamino]benzo[b]furans (17) under Heck coupling conditions. A number of furo[2,3,4-jk][2]benzazepin-4(3H)-on
