Five novel naphthylisoquinoline alkaloids with growth inhibitory activities against human leukemia cells HL-60, K562 and U937 from stems and leaves of Ancistrocladus tectorius.
Two new 7,6'-coupled naphthylisoquinolines, namely ancistrotectorines A (1) and B (2), two new 5,3'-coupled naphthylisoquinolines, namely ancistrotectorines C (3) and D (4), and one new 7,8-coupled naphthylisoquinoline, namely ancistrotectorine E (5), together with 9 known naphthylisoquinoline alkaloids, hamatine (6), ancistrobertsonine B (7), ancistrocladinine (8), hamatinine (9), ancistrotanzanine A (10), ancistrotanzanine B (11), ancistrotectoriline B (12), 7-epi-ancistrobrevine D (13), and ancistrotectorine (14), were isolated from the 70% EtOH extract of Ancistrocladus tectorius. Their structures were elucidated based on the extensive analysis of spectroscopic data (1D, 2D NMR and MS). Compound 5 exhibited inhibitory activities against HL-60, K562 and U937 cell lines with IC50 values of 1.70, 4.18 and 2.56 μM respectively.
Key Laboratory of Structure-Based Drug Design & Discovery, Ministry of Education, Shenyang Pharmaceutical University, Shenyang 110016, PR China; School of Traditional Chinese Materia Medica, Shenyang Pharmaceutical University, Shenyang 110016, PR China.
Chao
C
Jiang
Key Laboratory of Structure-Based Drug Design & Discovery, Ministry of Education, Shenyang Pharmaceutical University, Shenyang 110016, PR China; School of Traditional Chinese Materia Medica, Shenyang Pharmaceutical University, Shenyang 110016, PR China.
Zhan-Lin
ZL
Li
Key Laboratory of Structure-Based Drug Design & Discovery, Ministry of Education, Shenyang Pharmaceutical University, Shenyang 110016, PR China; School of Life Science & Biopharmaceutics, Shenyang Pharmaceutical University, Shenyang 110016, PR China.
Ping
P
Gong
Department of Pharmacy, Hainan Medical College, Haikou 571101, PR China.
Sheng-Li
SL
Kang
Department of Pharmacy, Hainan Medical College, Haikou 571101, PR China.
Ming-Sheng
MS
Liu
Key Laboratory of Structure-Based Drug Design & Discovery, Ministry of Education, Shenyang Pharmaceutical University, Shenyang 110016, PR China; School of Traditional Chinese Materia Medica, Shenyang Pharmaceutical University, Shenyang 110016, PR China.
Yue-Hu
YH
Pei
Mount Sinai School of Medicine, New York, NY 10029, USA.
Yong-Kui
YK
Jing
Key Laboratory of Structure-Based Drug Design & Discovery, Ministry of Education, Shenyang Pharmaceutical University, Shenyang 110016, PR China; School of Traditional Chinese Materia Medica, Shenyang Pharmaceutical University, Shenyang 110016, PR China. Electronic address: huimhua@163.com.
Hui-Ming
HM
Hua
D000972:Antineoplastic Agents, Phytogenic / Q000737:chemistry / Q000302:isolation & purification / Q000494:pharmacology / Q000627:therapeutic use; D018922:HL-60 Cells; D006801:Humans; D020128:Inhibitory Concentration 50; D007546:Isoquinolines / Q000737:chemistry / Q000302:isolation & purification* / Q000494:pharmacology; D020014:K562 Cells; D007938:Leukemia / Q000188:drug therapy*; D019684:Magnoliopsida / Q000737:chemistry*; D015394:Molecular Structure; D009284:Naphthols / Q000737:chemistry / Q000302:isolation & purification / Q000494:pharmacology / Q000627:therapeutic use*; D008517:Phytotherapy; D010936:Plant Extracts / Q000737:chemistry / Q000494:pharmacology / Q000627:therapeutic use; D018515:Plant Leaves / Q000737:chemistry; D018547:Plant Stems / Q000737:chemistry; D020298:U937 Cells
D000972:Antineoplastic Agents, Phytogenic; D007546:Isoquinolines; D009284:Naphthols; D010936:Plant Extracts
7-Epi-ancistrobrevine D (PubChem CID 375950); Ancistrobertsonine B (PubChem CID 10646544); Ancistrocladaceae; Ancistrocladinine (PubChem CID 375959); Ancistrocladus tectorius; Ancistrotanzanine A (PubChem CID 10319100); Ancistrotanzanine B (PubChem CID 10002166); Ancistrotectoriline B (PubChem CID 10093654); Ancistrotectorine (PubChem CID 179169); Ancistrotectorine E; Ancistrotectorines A; Ancistrotectorines B; Ancistrotectorines C; Ancistrotectorines D; Growth inhibitory activity; Hamatine (PubChem CID 161741); Hamatinine (PubChem CID 628520); Naphthylisoquinoline alkaloid