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20 results on '"Huang, Sujie"'

10. Synthesis of ent-Cleistanthane Diterpenoid Spruceanol: Construction of an Aromatic C Ring via Lewis Acid-Controlled Regioselective Diels–Alder Cycloaddition

Author

Wei Cai, Song Zhiqiang, Huang Sujie, Jiabin Li, Jiajia Wu, Xiaowen Xue, and Zhengyuan Xin

Subjects
Spruceanol, 010405 organic chemistry, Stereochemistry, Andrographolide, Organic Chemistry, Regioselectivity, 010402 general chemistry, Ring (chemistry), 01 natural sciences, Cycloaddition, Terpenoid, 0104 chemical sciences, Adduct, chemistry.chemical_compound, chemistry, Lewis acids and bases
Abstract

The first synthesis of ent-cleistanthane-type diterpenoid spruceanol with significant anticancer activity is described. A chiral pool approach was employed with a linear sequence of 13 steps beginning from readily available and inexpensive andrographolide. The approach features the construction of an aromatic ring with hydroxyl and methyl groups at C-12 and C-13 of the target compound, respectively, via Lewis acid-controlled regioselective Diels-Alder cycloaddition and the regioselective removal of the primary hydroxyl group of the Diels-Alder adduct.

Published
2020

19. SPA: a peptide antagonist that acts as a cell-penetrating peptide for drug delivery.

Author

Song, Jingjing, Huang, Sujie, Zhang, Zhengzheng, Jia, Bo, Xie, Huan, Kai, Ming, and Zhang, Wei

Subjects
*PEPTIDE drugs, *CELL-penetrating peptides, *SUBSTANCE P, *HEALTH resorts, *CELL membranes, *DNA topoisomerase I
Abstract

Although cell-penetrating peptides (CPPs) has been proven to be efficient transporter for drug delivery, ideal peptide vectors for tumor therapy are still being urgently sought. Peptide antagonists have attracted substantial attention as targeting molecules because of their high tumor accumulation and antitumor activity compared with agonists. SPA, a derivative of substance P, is a potent antagonist that exhibits antitumor activity. Based on the amino acid composition of SPA, we speculate that it can translocate across cell membranes as CPPs do. In this study, our results demonstrated that SPA could enter cells similarly to a CPP. As a vector, SPA could efficiently deliver camptothecin and plasmids into cells. In addition, our results showed that SPA exhibited low toxicity to normal cells and high enzymatic stability. Taken together, our results validated the ability of SPA for efficient drug delivery. More importantly, our study opens a new avenue for designing ideal CPPs based on peptide antagonists. [ABSTRACT FROM AUTHOR]

Published
2020
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20. Synthesis of ent-Cleistanthane Diterpenoid Spruceanol: Construction of an Aromatic C Ring viaLewis Acid-Controlled Regioselective Diels–Alder Cycloaddition

Author

Cai, Wei, Huang, Sujie, Wu, Jiajia, Song, Zhiqiang, Xin, Zhengyuan, Li, Jiabin, and Xue, Xiaowen

Abstract

The first synthesis of ent-cleistanthane-type diterpenoid spruceanol with significant anticancer activity is described. A chiral pool approach was employed with a linear sequence of 13 steps beginning from readily available and inexpensive andrographolide. The approach features the construction of an aromatic ring with hydroxyl and methyl groups at C-12 and C-13 of the target compound, respectively, viaLewis acid-controlled regioselective Diels–Alder cycloaddition and the regioselective removal of the primary hydroxyl group of the Diels–Alder adduct.

Published
2020
Full Text
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