Two new diterpene alkaloids from the South China Sea Sponge Agelas aff. Nemoechinata
- Corresponding author: Ping-Lin Li, lipinglin@ouc.edu.cn Guo-Qiang Li, liguoqiang@ouc.edu.cn
Citation:
Tao Li, Bin Wang, Nicole J. de Voogd, Xu-Li Tang, Qi Wang, Mei-Jun Chu, Ping-Lin Li, Guo-Qiang Li. Two new diterpene alkaloids from the South China Sea Sponge Agelas aff. Nemoechinata[J]. Chinese Chemical Letters,
;2016, 27(7): 1048-1051.
doi:
10.1016/j.cclet.2016.05.017
J.W. Blunt, B.R. Copp, R.A. Keyzers. Marine natural products[J]. Nat. Prod. Rep., 2015,32:116-211. doi: 10.1039/C4NP00144C
M. Gordaliza. Terpenyl-purines from the sea[J]. Mar. Drugs, 2009,7:833-849. doi: 10.3390/md7040833
H. Wu, H. Nakamura, J. Kobayashi, M. Kobayashi, Y. Ohizumi, Y. Hirata. Strctures of agelasines, diterpenes having a, 9-methyladeninium chromophore isolated from the Okinawan marine sponge Agelas nakamurai Hoshino[J]. Bull. Chem. Soc. Jpn., 1986,59:2495-2504. doi: 10.1246/bcsj.59.2495
T. Hertiani, R. Edrada-Ebel, S. Ortlepp. From anti-fouling to biofilm inhibition: new cytotoxic secondary metabolites from two Indonesian Agelas sponges[J]. Bioorg. Med. Chem., 2010,18:1297-1311. doi: 10.1016/j.bmc.2009.12.028
D.B. Abdjul, H. Yamazaki, S.I. Kanno. Structures and biological evaluations of agelasines isolated from the Okinawan marine sponge Agelas nakamurai[J]. J. Nat. Prod., 2015,78:1428-1433. doi: 10.1021/acs.jnatprod.5b00375
K. Ishida, M. Ishibashi, H. Shigemori. Agelasine G, a new antileukemic alkaloid from the Okinawan marine sponge Agelas sp[J]. Chem. Pharm. Bull. (Tokyo), 1992,40:766-767. doi: 10.1248/cpb.40.766
A. Vik, E. Hedner, C. Charnock, et al., (+)-agelasine D: improved synthesis and evaluation of antibacterial and cytotoxic activities, J. Nat. Prod. 69 (2006) 381-386.
R.J. Capon, D.J. Faulkner. Antimicrobial metabolites from a Pacific sponge. Agelas sp[J]. J. Am. Chem. Soc., 1984,106:1819-1822. doi: 10.1021/ja00318a045
F. Yang, M.T. Hamann, Y.K. Zou. Antimicrobial metabolites from the Paracel Islands sponge Agelas mauritiana[J]. J. Nat. Prod., 2012,75:774-778. doi: 10.1021/np2009016
J. Appenzeller, G. Mihci, M.T. Martin. Agelasines J, K, and L from the Solomon Islands marine sponge Agelas cf. mauritiana[J]. J. Nat. Prod., 2008,71:1451-1454. doi: 10.1021/np800212g
H.M. Wu, H. Nakamura, J. Kobayashi, Y. Ohizumi, Y. Hirata. Agelasine-E and-F, novel monocyclic diterpenoids with, 9-methyladeninium unit possessing inhibitory effects on Na. K-ATPase isolated from the Okinawan sea sponge Agelas nakamurai Hoshino[J]. Tetrahedron Lett., 1984,25:3719-3722. doi: 10.1016/0040-4039(84) 80114-8
Gaussian Inc., Gaussian 09, Revision A.1, Gaussian Inc, Wallingford CT, 2009.
D.M. McCann, P.J. Stephens. Determination of absolute configuration using density functional theory calculations of optical rotation and electronic circular dichroism: chiral alkenes[J]. J. Org. Chem., 2006,71:6074-6098. doi: 10.1021/jo060755+
L. Calcul, K. Tenney, J. Ratnam, J.H. McKerrow, P. Crews. Structural variations to the, 9-N-methyladeninium diterpenoid hybrid commonly isolated from Agelas sponges[J]. Aust. J. Chem., 2010,63:915-921. doi: 10.1071/CH10036
T. Kubota, T. Iwai, A. Takahashi-Nakaguchi, et al., Agelasines O-U, new diterpene alkaloids with a 9-N-methyladenine unit from a marine sponge Agelas sp, Tetrahedron 68 (2012) 9738-9744.
P. Basabe, A. Diego, S. Delgado. Short and efficient synthesis of (+)-subersic acids[J]. Tetrahedron, 2003,59:9173-9177. doi: 10.1016/j.tet.2003.09.048
Shuige Zhao , Pengcheng Yan , Peipei Liu , Haishan Liu , Ning Li , Peng Fu , Weiming Zhu . Pyridapeptides F‒I, cyclohexapeptides from marine sponge-derived Streptomyces sp. OUCMDZ-4539. Chinese Chemical Letters, 2024, 35(7): 108950-. doi: 10.1016/j.cclet.2023.108950
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