(±)-Japonicols A-D, Acylphloroglucinol-Based Meroterpenoid Enantiomers with Anti-KSHV Activities from Hypericum japonicum.
(±)-Japonicols A-D (1a/1b-4a/4b), four pairs of new phloroglucinol-based terpenoid enantiomers, were isolated from Hypericum japonicum. Their absolute configurations were confirmed through comparison of their experimental and calculated electronic circular dichroism spectra and single-crystal X-ray diffraction analyses. Compounds 1a/1b, 2a/2b, and 3a/3b possess 2-oxabicyclo[3.3.1]nonane, pyrano[3,2-b]pyran, and benzo[b]cyclopenta[e]oxepine ring systems, respectively. The effects of the phloroglucinols on anti-Kaposi's sarcoma-associated herpesvirus were assessed, and 2a exhibited a moderate inhibitory effect, with an EC50 value of 8.75 μM and a selectivity index of 16.06.
Union Hospital, Tongji Medical College, Huazhong University of Science and Technology , Wuhan 430022, People's Republic of China.|School of Pharmacy, Tongji Medical College, Huazhong University of Science and Technology , Wuhan 430030, Hubei Province, People's Republic of China.
Linzhen
L
Hu
School of Pharmacy, Tongji Medical College, Huazhong University of Science and Technology , Wuhan 430030, Hubei Province, People's Republic of China.
Yongbo
Y
Xue
Tongji Hospital, Tongji Medical College, Huazhong University of Science and Technology , Wuhan 430030, People's Republic of China.
Jinwen
J
Zhang
School of Pharmacy, Tongji Medical College, Huazhong University of Science and Technology , Wuhan 430030, Hubei Province, People's Republic of China.
Hucheng
H
Zhu
School of Pharmacy, Tongji Medical College, Huazhong University of Science and Technology , Wuhan 430030, Hubei Province, People's Republic of China.
Chunmei
C
Chen
Kunming Institute of Botany, Chinese Academy of Sciences , Kunming 650204, People's Republic of China.
Xiao-Nian
XN
Li
School of Pharmacy, Tongji Medical College, Huazhong University of Science and Technology , Wuhan 430030, Hubei Province, People's Republic of China.
Junjun
J
Liu
School of Pharmacy, Tongji Medical College, Huazhong University of Science and Technology , Wuhan 430030, Hubei Province, People's Republic of China.
Zhenzhen
Z
Wang
Union Hospital, Tongji Medical College, Huazhong University of Science and Technology , Wuhan 430022, People's Republic of China.
Yu
Y
Zhang
School of Pharmacy, Tongji Medical College, Huazhong University of Science and Technology , Wuhan 430030, Hubei Province, People's Republic of China.
Yonghui
Y
Zhang
D000998:Antiviral Agents / Q000737:chemistry / Q000302:isolation & purification / Q000494:pharmacology; D018360:Crystallography, X-Ray; D004365:Drugs, Chinese Herbal / Q000737:chemistry / Q000302:isolation & purification / Q000494:pharmacology; D019288:Herpesvirus 8, Human / Q000187:drug effects*; D020902:Hypericum / Q000737:chemistry*; D015394:Molecular Structure; D019906:Nuclear Magnetic Resonance, Biomolecular; D010696:Phloroglucinol / Q000031:analogs & derivatives / Q000737:chemistry / Q000302:isolation & purification / Q000494:pharmacology; D013237:Stereoisomerism
D000998:Antiviral Agents; D004365:Drugs, Chinese Herbal; D010696:Phloroglucinol