Cytotoxic Acylphloroglucinol Derivatives from Callistemon salignus

Xu-Jie Qin; Tong Shu; Qian Yu; Huan Yan; Wei Ni; Lin-Kun An; Pan-Pan Li; Yin-E Zhi; Afsar Khan; Hai-Yang Liu

doi:10.1007/s13659-017-0138-6

Cytotoxic Acylphloroglucinol Derivatives from Callistemon salignus

Nat Prod Bioprospect. 2017 Aug;7(4):315-321. doi: 10.1007/s13659-017-0138-6. Epub 2017 Jun 15.

Authors

Xu-Jie Qin^{1

2}, Tong Shu^{1

2

3}, Qian Yu⁴, Huan Yan^{1

2}, Wei Ni^{1

2}, Lin-Kun An⁴, Pan-Pan Li^{1

2}, Yin-E Zhi^{1

2}, Afsar Khan⁵, Hai-Yang Liu^{6

7}

Affiliations

¹ State Key Laboratory of Phytochemistry and Plant Resources in West China, Kunming Institute of Botany, Chinese Academy of Sciences, Kunming, 650201, People's Republic of China.
² Yunnan Key Laboratory of Medicinal Chemistry, Kunming, 650201, People's Republic of China.
³ University of Chinese Academy of Sciences, Beijing, 100049, People's Republic of China.
⁴ Institute of Medicinal Chemistry and Chemical Biology, School of Pharmaceutical Sciences, Sun Yat-sen University, Guangzhou, 510006, People's Republic of China.
⁵ Department of Chemistry, COMSATS Institute of Information Technology, Abbottabad, 22060, Pakistan.
⁶ State Key Laboratory of Phytochemistry and Plant Resources in West China, Kunming Institute of Botany, Chinese Academy of Sciences, Kunming, 650201, People's Republic of China. haiyangliu@mail.kib.ac.cn.
⁷ Yunnan Key Laboratory of Medicinal Chemistry, Kunming, 650201, People's Republic of China. haiyangliu@mail.kib.ac.cn.

Abstract

Callisalignenes G-I (1-3), three new meroterpenoids of β-triketone and monoterpene, along with two known analogues (4 and 5), were isolated from Callistemon salignus. Their structures and absolute configurations were unambiguously established by a combination of NMR and MS analysis and electronic circular dichroism (ECD) evidence. Callisalignenes H (2) and I (3) have a rare sec-butyl moiety at C-7. Meroterpenoids 1-3 exhibited cytotoxicity against HCT116 cells with IC₅₀ values of 8.51 ± 1.8, 9.12 ± 0.3, and 16.33 ± 3.3 μM, respectively. Cytotoxic Acylphloroglucinol Derivatives from Callistemon salignus.

Keywords: Callistemon salignus; Cytotoxicity; Meroterpenoids; Myrtaceae.