Browse > Article
http://dx.doi.org/10.20307/nps.2015.21.4.293

Epi-Leptosphaerin: A New L-Isoascorbic Acid Derivative from Marine Sponges  

Kulkarni, Roshan R. (College of Pharmacy, Chungnam National University)
Jo, A Reum (College of Pharmacy, Chungnam National University)
Kim, Young Ho (College of Pharmacy, Chungnam National University)
Na, MinKyun (College of Pharmacy, Chungnam National University)
Publication Information
Natural Product Sciences / v.21, no.4, 2015 , pp. 293-296 More about this Journal
Abstract
A new L-isoascorbic acid derivative epi-leptosphaerin (1) and two known compounds leptosphaerin (2), and verongamine (3) were isolated from sponges of the orders Verongida and Thorectidae. Compounds 1 and 2 are most likely of sponge-associated fungal origin. In the present study, isolated compounds were investigated for their inhibition of soluble epoxide hydrolase (sEH), which is considered a promising target for the management of pain, inflammation, and comorbidities associated with diabetes. Compound 3, verongamine, displayed weak inhibitory activity against sEH with an $IC_{50}$ value $51.5{\pm}1.0{\mu}M$.
Keywords
L-isoascorbic acid; soluble epoxide hydrolase; Verongida sponges;
Citations & Related Records
Times Cited By KSCI : 1  (Citation Analysis)
연도 인용수 순위
1 Kochanowska, A. J.; Rao, K. V.; Childress, S.; El-Alfy, A.; Matsumoto, R. R.; Kelly, M.; Stewart, G. S.; Sufka, K. J.; Hamann, M. T. J. Nat. Prod. 2008, 71, 186-189.   DOI
2 Hwang, I. H.; Oh, J.; Kochanowska-Karamyan, A.; Doerksen, R. J.; Na, M.; Hamann, M. T. Tetrahedron Lett. 2013, 54, 3872-3876.   DOI
3 Kulkarni, R.; Kim, J. H.; Kim, Y. H.; Oh, S.; Na, M. Nat. Prod. Sci. 2015, 21, 25-29.
4 Hwang, I. H.; Oh, J.; Zhou, W.; Park, S.; Kim, J.-H.; Chittiboyina, A. G.; Ferreira, D.; Song, G. Y.; Oh, S.; Na, M., et al. J. Nat. Prod. 2015, 78, 453-461.   DOI
5 White, J. D.; Badger, R. A.; Kezar III, H. S.; Pallenberg, A. J.; Schiehser, G. A. Tetrahedron 1989, 45, 6631-6644.   DOI
6 Miroslav, P.; Emmanuel, Z.; Fletcher Jr., H. G. Carbohydr. Res. 1975, 43, 345-354.   DOI
7 Hanisak, M. D.; Samuel, M. A. Dev. Hydrobiol. 1987, 41, 399-404.
8 Takahashi, C.; Numata, A.; Ito, Y.; Matsumura, E.; Araki, H.; Iwaki, H.; Kushida, K. J. Chem. Soc. Perkin Trans. 1994, 1, 1859-1864.
9 Kyotani, D.; Hasegawa, K.; Ohishi, H.; Wu, W.; Wang, L.; Hasumi, K. Biosci. Biotechnol. Biochem. 2009, 73, 954-956.   DOI
10 Mierzwa, R.; King, A.; Conover, M. A.; Tozzi, S.; Puar, M. S.; Patel, M.; Coval, S. J.; Pomponi, S. A. J. Nat. Prod. 1994, 57, 175-177.   DOI
11 Perdicaris, S.; Vlachogianni, T.; Valavanidis, A. Nat. Prod. Chem. Res. 2013, 1, 114.
12 Simmons, T. L.; Coates, R. C.; Clark, B. R.; Engene, N.; Gonzalez, D.; Esquenazi, E.; Dorrestein, P. C.; Gerwick, W. H. Proc. Natl. Acad. Sci. 2008, 105, 4587-4594.   DOI
13 Abdelmohsen, U. R.; Bayer, K.; Hentschel, U. Nat. Prod. Rep. 2014, 31, 381-399.   DOI
14 Suryanarayanan, T. S. Bot. Mar. 2012, 55, 553-564.
15 Lemmens-Gruber, R.; Kamyar, M. R.; Dornetshuber, R. Curr. Med. Chem. 2009, 16, 1122-1137.   DOI
16 Imig, J. D.; Hammock, B. D. Nat. Rev. Drug Discov. 2009, 8, 794-805.   DOI
17 Hammock, B. D.; Wagner, K.; Inceoglu, B. Pain Manag. 2011, 1, 383-386.   DOI