New polychlorinated bibenzyls from Rhododendronminutiflorum

• Published in: Natural products and bioprospecting Vol. 13; no. 1; p. 2
• Main Authors: Zhu, Yang-Li, Deng, Li, Tang, Yu, Fan, Xian-Zhe, Han, Yang, Pan, Mei, Zhang, Li-Jun, Liao, Hai-Bing
• Format: Journal Article
• Language: English
• Published: Singapore Springer Nature Singapore 01.12.2023; Springer Nature B.V
• Subjects: Biomedical and Life Sciences; Bioorganic Chemistry; Chemical compounds; Chlorine; Diaphorina citri; Flowers & plants; Food Science; Glucosidase; Hydrocarbons; Life Sciences; Medicinal Chemistry; Natural products; Original Article; Pharmacology/Toxicology; Plant Biochemistry; Plant Sciences; Rhododendron minus; Single crystals; Toxicity; X-ray diffraction; α-Glucosidase; Glucosidase inhibitory activity; Acarbose; Matrine; Insecticidal activity; Polychlorinated bibenzyls
• ISSN: 2192-2195; 2192-2209
• DOI: 10.1007/s13659-022-00364-x

Five new polychlorinated bibenzyls ( 1 – 5 ) along with 3 known compounds ( 6 – 8 ) were isolated from the stems and leaves of Rhododendron minutiflorum . The chemical structures of all the isolates were determined by spectroscopic methods, and compounds 1 and 2 were further verified by single-crystal X-ray diffraction analyses. Compounds 1 – 5 were halogenated compounds which bear three to five chlorine atoms in their chemical structures. Biologically, compounds 2 , 5 and 6 showed varying degrees of toxicity toward the Asian citrus psyllid ( Diaphorina citri ) with LD 50 values 27.15, 17.02 and 16.20 mg/L, respectively. These values were comparable to the positive control matrine (LD 50  = 11.86 mg/L), which were calculated using observations on day 6. Meanwhile, compound 4 had α -glucosidase inhibitory activity with IC 50 value of 17.87 ± 0.74  μ M. Graphical Abstract