Scholars@Duke publication: Daphneodorins A-C, Anti-HIV Gnidimacrin Related Macrocyclic Daphnane Orthoesters from Daphne odora.

Daphneodorins A-C, Anti-HIV Gnidimacrin Related Macrocyclic Daphnane Orthoesters from Daphne odora.

Publication , Journal Article

Otsuki, K; Li, W; Asada, Y; Chen, C-H; Lee, K-H; Koike, K

Published in: Org Lett

January 3, 2020

Three novel gnidimacrin related macrocyclic daphnanes (GMDs), daphneodorins A-C (2-4), were isolated from Daphne odora Thunb., together with gnidimacrin (1). Their structures were established by extensive physicochemical and spectroscopic analyses. Compounds 2 and 3 potently inhibited HIV-1 replication at subnanomolar concentrations (EC50 0.16 and 0.25 nM, respectively). Compounds 2-4 represent a novel type of GMDs that are highly oxygenated on the macrocyclic ring, suggesting good potential for anti-HIV drug development by further chemical modification.

Duke Scholars

Author Chin-Ho Chen Surgery, Surgical Sciences

Published In

Org Lett

DOI

10.1021/acs.orglett.9b03539

EISSN

1523-7052

Publication Date

January 3, 2020

Volume

Issue

Start / End Page

11 / 15

Location

United States

Related Subject Headings

Virus Replication
Structure-Activity Relationship
Organic Chemistry
Molecular Conformation
Microbial Sensitivity Tests
Macrocyclic Compounds
HIV-1
Dose-Response Relationship, Drug
Daphne
Anti-HIV Agents

Citation

APA

Chicago

ICMJE

MLA

NLM

Otsuki, K., Li, W., Asada, Y., Chen, C.-H., Lee, K.-H., & Koike, K. (2020). Daphneodorins A-C, Anti-HIV Gnidimacrin Related Macrocyclic Daphnane Orthoesters from Daphne odora. Org Lett, 22(1), 11–15. https://doi.org/10.1021/acs.orglett.9b03539

Otsuki, Kouharu, Wei Li, Yoshihisa Asada, Chin-Ho Chen, Kuo-Hsiung Lee, and Kazuo Koike. “Daphneodorins A-C, Anti-HIV Gnidimacrin Related Macrocyclic Daphnane Orthoesters from Daphne odora.” Org Lett 22, no. 1 (January 3, 2020): 11–15. https://doi.org/10.1021/acs.orglett.9b03539.

Otsuki K, Li W, Asada Y, Chen C-H, Lee K-H, Koike K. Daphneodorins A-C, Anti-HIV Gnidimacrin Related Macrocyclic Daphnane Orthoesters from Daphne odora. Org Lett. 2020 Jan 3;22(1):11–5.

Otsuki, Kouharu, et al. “Daphneodorins A-C, Anti-HIV Gnidimacrin Related Macrocyclic Daphnane Orthoesters from Daphne odora.” Org Lett, vol. 22, no. 1, Jan. 2020, pp. 11–15. Pubmed, doi:10.1021/acs.orglett.9b03539.

Otsuki K, Li W, Asada Y, Chen C-H, Lee K-H, Koike K. Daphneodorins A-C, Anti-HIV Gnidimacrin Related Macrocyclic Daphnane Orthoesters from Daphne odora. Org Lett. 2020 Jan 3;22(1):11–15.