Palmerolide macrolides from the Antarctic tunicate Synoicum adareanum

Jaime H. Noguez; Thushara K K Diyabalanage; Yoshinari Miyata; Xiao Song Xie; Frederick A. Valeriote; Charles D. Amsler; James B. McClintock; Bill J. Baker

doi:10.1016/j.bmc.2011.06.004

Palmerolide macrolides from the Antarctic tunicate Synoicum adareanum

Jaime H. Noguez, Thushara K K Diyabalanage, Yoshinari Miyata, Xiao Song Xie, Frederick A. Valeriote, Charles D. Amsler, James B. McClintock, Bill J. Baker

Research output: Contribution to journal › Article › peer-review

26 Scopus citations

Abstract

Palmerolides D-G are new bioactive macrolides isolated from the Antarctic tunicate Synoicum adareanum and are related to the melanoma-selective cytotoxin palmerolide A. Most of these palmerolides are potent V-ATPase inhibitors and have sub-micromolar activity against melanoma. Though palmerolide A remains the most potent of this series of natural products against mammalian V-ATPase, recent data suggests that palmerolide D is the most potent against melanoma. A comparison of the bioactivity data obtained for these natural product palmerolides has provided insight into the substructures necessary to retain V-ATPase inhibition and cytotoxic activity.

Original language	English (US)
Pages (from-to)	6608-6614
Number of pages	7
Journal	Bioorganic and Medicinal Chemistry
Volume	19
Issue number	22
DOIs	https://doi.org/10.1016/j.bmc.2011.06.004
State	Published - Nov 15 2011

Keywords

Melanoma
Polyketide
V-ATPase inhibitor

ASJC Scopus subject areas

Biochemistry
Molecular Medicine
Molecular Biology
Pharmaceutical Science
Drug Discovery
Clinical Biochemistry
Organic Chemistry

Access to Document

10.1016/j.bmc.2011.06.004

Cite this

@article{2d0991debde54d94b60363837d70fe56,

title = "Palmerolide macrolides from the Antarctic tunicate Synoicum adareanum",

abstract = "Palmerolides D-G are new bioactive macrolides isolated from the Antarctic tunicate Synoicum adareanum and are related to the melanoma-selective cytotoxin palmerolide A. Most of these palmerolides are potent V-ATPase inhibitors and have sub-micromolar activity against melanoma. Though palmerolide A remains the most potent of this series of natural products against mammalian V-ATPase, recent data suggests that palmerolide D is the most potent against melanoma. A comparison of the bioactivity data obtained for these natural product palmerolides has provided insight into the substructures necessary to retain V-ATPase inhibition and cytotoxic activity.",

keywords = "Melanoma, Polyketide, V-ATPase inhibitor",

author = "Noguez, {Jaime H.} and Diyabalanage, {Thushara K K} and Yoshinari Miyata and Xie, {Xiao Song} and Valeriote, {Frederick A.} and Amsler, {Charles D.} and McClintock, {James B.} and Baker, {Bill J.}",

note = "Funding Information: We thank Dan Martin, Craig Asmack, Alan Maschek, Philip Bucolo, Matt Lebar, Kevin Peters, Maggie Amsler, Drs. Katrin Iken and Anne Fairhead for field assistance, Edwin Rivera for NMR advice, the NCI for bioassays, and staff of Raytheon Polar Services and NSF′s United States Antarctic Program for logistical support. This research was funded by the NSF (OPP-0125181 and -0442769 to C.D.A. and J.B.M., OPP-0125152, -0296207 and -0442857 to B.J.B.) ",

year = "2011",

month = nov,

day = "15",

doi = "10.1016/j.bmc.2011.06.004",

language = "English (US)",

volume = "19",

pages = "6608--6614",

journal = "Bioorganic and Medicinal Chemistry",

issn = "0968-0896",

publisher = "Elsevier Ltd",

number = "22",

}

TY - JOUR

T1 - Palmerolide macrolides from the Antarctic tunicate Synoicum adareanum

AU - Noguez, Jaime H.

AU - Diyabalanage, Thushara K K

AU - Miyata, Yoshinari

AU - Xie, Xiao Song

AU - Valeriote, Frederick A.

AU - Amsler, Charles D.

AU - McClintock, James B.

AU - Baker, Bill J.

N1 - Funding Information: We thank Dan Martin, Craig Asmack, Alan Maschek, Philip Bucolo, Matt Lebar, Kevin Peters, Maggie Amsler, Drs. Katrin Iken and Anne Fairhead for field assistance, Edwin Rivera for NMR advice, the NCI for bioassays, and staff of Raytheon Polar Services and NSF′s United States Antarctic Program for logistical support. This research was funded by the NSF (OPP-0125181 and -0442769 to C.D.A. and J.B.M., OPP-0125152, -0296207 and -0442857 to B.J.B.)

PY - 2011/11/15

Y1 - 2011/11/15

N2 - Palmerolides D-G are new bioactive macrolides isolated from the Antarctic tunicate Synoicum adareanum and are related to the melanoma-selective cytotoxin palmerolide A. Most of these palmerolides are potent V-ATPase inhibitors and have sub-micromolar activity against melanoma. Though palmerolide A remains the most potent of this series of natural products against mammalian V-ATPase, recent data suggests that palmerolide D is the most potent against melanoma. A comparison of the bioactivity data obtained for these natural product palmerolides has provided insight into the substructures necessary to retain V-ATPase inhibition and cytotoxic activity.

AB - Palmerolides D-G are new bioactive macrolides isolated from the Antarctic tunicate Synoicum adareanum and are related to the melanoma-selective cytotoxin palmerolide A. Most of these palmerolides are potent V-ATPase inhibitors and have sub-micromolar activity against melanoma. Though palmerolide A remains the most potent of this series of natural products against mammalian V-ATPase, recent data suggests that palmerolide D is the most potent against melanoma. A comparison of the bioactivity data obtained for these natural product palmerolides has provided insight into the substructures necessary to retain V-ATPase inhibition and cytotoxic activity.

KW - Melanoma

KW - Polyketide

KW - V-ATPase inhibitor

UR - http://www.scopus.com/inward/record.url?scp=80055014046&partnerID=8YFLogxK

UR - http://www.scopus.com/inward/citedby.url?scp=80055014046&partnerID=8YFLogxK

U2 - 10.1016/j.bmc.2011.06.004

DO - 10.1016/j.bmc.2011.06.004

M3 - Article

C2 - 21737286

AN - SCOPUS:80055014046

SN - 0968-0896

VL - 19

SP - 6608

EP - 6614

JO - Bioorganic and Medicinal Chemistry

JF - Bioorganic and Medicinal Chemistry

IS - 22

ER -

Palmerolide macrolides from the Antarctic tunicate Synoicum adareanum

Abstract

Keywords

ASJC Scopus subject areas

Access to Document

Other files and links

Fingerprint

Cite this