Abstract
Five new vinylchlorine-containing metabolites, the lipoamides janthielamide A and kimbeamides A-C and the ketide-extended pyranone kimbelactone A, have been isolated from collections of marine cyanobacteria made in Curaçao and Papua New Guinea. Both janthielamide A and kimbeamide A exhibited moderate sodium channel blocking activity in murine Neuro-2a cells. Consistent with this activity, janthielamide A was also found to antagonize veratridine-induced sodium influx in murine cerebrocortical neurons. These lipoamides represent the newest additions to a relatively rare family of marine cyanobacterial-derived lipoamides and a new structural class of compounds exhibiting neuromodulatory activities from marine cyanobacteria.
| Original language | English |
|---|---|
| Pages (from-to) | 4198-4208 |
| Number of pages | 11 |
| Journal | Journal of Organic Chemistry |
| Volume | 77 |
| Issue number | 9 |
| DOIs | |
| State | Published - May 4 2012 |
Fingerprint
All Science Journal Classification (ASJC) codes
- Organic Chemistry
Cite this
Biosynthetically intriguing chlorinated lipophilic metabolites from geographically distant tropical marine cyanobacteria. / Nunnery, Joshawna K.; Engene, Niclas; Byrum, Tara; Cao, Zhengyu; Jabba, Sairam V.; Pereira, Alban R.; Matainaho, Teatulohi; Murray, Thomas F.; Gerwick, William H.
In: Journal of Organic Chemistry, Vol. 77, No. 9, 04.05.2012, p. 4198-4208.Research output: Contribution to journal › Article
}
TY - JOUR
T1 - Biosynthetically intriguing chlorinated lipophilic metabolites from geographically distant tropical marine cyanobacteria
AU - Nunnery, Joshawna K.
AU - Engene, Niclas
AU - Byrum, Tara
AU - Cao, Zhengyu
AU - Jabba, Sairam V.
AU - Pereira, Alban R.
AU - Matainaho, Teatulohi
AU - Murray, Thomas F.
AU - Gerwick, William H.
PY - 2012/5/4
Y1 - 2012/5/4
N2 - Five new vinylchlorine-containing metabolites, the lipoamides janthielamide A and kimbeamides A-C and the ketide-extended pyranone kimbelactone A, have been isolated from collections of marine cyanobacteria made in Curaçao and Papua New Guinea. Both janthielamide A and kimbeamide A exhibited moderate sodium channel blocking activity in murine Neuro-2a cells. Consistent with this activity, janthielamide A was also found to antagonize veratridine-induced sodium influx in murine cerebrocortical neurons. These lipoamides represent the newest additions to a relatively rare family of marine cyanobacterial-derived lipoamides and a new structural class of compounds exhibiting neuromodulatory activities from marine cyanobacteria.
AB - Five new vinylchlorine-containing metabolites, the lipoamides janthielamide A and kimbeamides A-C and the ketide-extended pyranone kimbelactone A, have been isolated from collections of marine cyanobacteria made in Curaçao and Papua New Guinea. Both janthielamide A and kimbeamide A exhibited moderate sodium channel blocking activity in murine Neuro-2a cells. Consistent with this activity, janthielamide A was also found to antagonize veratridine-induced sodium influx in murine cerebrocortical neurons. These lipoamides represent the newest additions to a relatively rare family of marine cyanobacterial-derived lipoamides and a new structural class of compounds exhibiting neuromodulatory activities from marine cyanobacteria.
UR - http://www.scopus.com/inward/record.url?scp=84860625099&partnerID=8YFLogxK
UR - http://www.scopus.com/inward/citedby.url?scp=84860625099&partnerID=8YFLogxK
U2 - 10.1021/jo300160e
DO - 10.1021/jo300160e
M3 - Article
C2 - 22489775
AN - SCOPUS:84860625099
VL - 77
SP - 4198
EP - 4208
JO - Journal of Organic Chemistry
JF - Journal of Organic Chemistry
SN - 0022-3263
IS - 9
ER -