Antimalarial Activity of Pyrroloiminoquinones from the Australian Marine Sponge Zyzzya sp.

被引：65

作者：

Davis, Rohan A. ^{[1
]}

Buchanan, Malcolm S. ^{[1
]}

Duffy, Sandra ^{[1
]}

Avery, Vicky M. ^{[1
]}

Charman, Susan A. ^{[2
]}

Charman, William N. ^{[2
]}

White, Karen L. ^{[2
]}

Shackleford, David M. ^{[2
]}

Edstein, Michael D. ^{[3
]}

Andrews, Katherine T. ^{[1
]}

Camp, David ^{[1
]}

Quinn, Ronald J. ^{[1
]}

机构：

[1] Griffith Univ, Eskitis Inst, Brisbane, Qld 4111, Australia

[2] Monash Univ, Ct Drug Candidate Optimisat, Parkville, Vic 3052, Australia

[3] Australian Army Malaria Inst, Brisbane, Qld 4051, Australia

来源：

JOURNAL OF MEDICINAL CHEMISTRY | 2012年 / 55卷 / 12期

基金：

澳大利亚研究理事会;

关键词：

PLASMODIUM-FALCIPARUM MALARIA; WATER CARIBBEAN SPONGE; NATURAL-PRODUCTS; PYRROLOQUINOLINE ALKALOIDS; DRUG DISCOVERY; CYTOTOXIC PYRROLOIMINOQUINONES; BIOSYNTHETIC-ENZYMES; THERAPEUTIC TARGETS; GENUS LATRUNCULIA; DISCORHABDIN-C;

D O I：

10.1021/jm3002795

中图分类号：

R914 [药物化学];

学科分类号：

100701 ;

摘要：

A new bispyrroloiminoquinone alkaloid, tsitsikammamine C (1), displayed potent in vitro antimalarial activity with IC50 values of 13 and 18 nM against chloroquine-sensitive (3D7) and chloroquine-resistant (Dd2) Plasmodium falciparum, respectively. Tsitsikammamine C (1) displayed selectivity indices of >200 against HEK293 cells and inhibited both ring and trophozoite stages of the malaria parasite life cycle. Previously reported compounds makaluvamines J (2), G (3), L (4), K (5) and damirones A (6) and B (7) were also isolated from the same marine sponge (Zyzzya sp.). Compounds 2-4 displayed potent growth inhibitory activity (IC50 < 100 nM) against both P. falciparum lines and only moderate c-ytotoxicity against HEK293 cells (IC50 = 1-4 mu M). Makaluvamine G (3) was not toxic to mice and suppressed parasite growth in P. berghei infected mice following subcutaneous administration at 8 mg kg(-1) day(-1).

引用

页码：5851 / 5858

页数：8

共 50 条

[31] Antimalarial polyketide cycloperoxides from the marine sponge Plakortis simplex
Campagnuolo, C
Fattorusso, E
Romano, A
Taglialatela-Scafati, O
Basilico, N
Parapini, S
Taramelli, D
EUROPEAN JOURNAL OF ORGANIC CHEMISTRY, 2005, 2005 (23) : 5077 - 5083
[32] Psammaplysin H, a new antimalarial bromotyrosine alkaloid from a marine sponge of the genus Pseudoceratina
Xu, Min
Andrews, Kathy T.
Birrell, Geoff W.
Tran, Truc Linh
Camp, David
Davis, Rohan A.
Quinn, Ronald J.
BIOORGANIC & MEDICINAL CHEMISTRY LETTERS, 2011, 21 (02) : 846 - 848
[33] Diversity of bacteria and polyketide synthase associated with marine sponge Haliclona sp.
Khan, Shams Tabrez
Musarrat, Javed
Alkhedhairy, Abdulaziz A.
Kazuo, Shinya
ANNALS OF MICROBIOLOGY, 2014, 64 (01) : 199 - 207
[34] 1,5-Diazacyclohenicosane, a New Cytotoxic Metabolite from the Marine Sponge Mycale sp.
Coello, Laura
Jesus Martin, Maria
Reyes, Fernando
MARINE DRUGS, 2009, 7 (03): : 445 - 450
[35] Topsensterols A-C, Cytotoxic Polyhydroxylated Sterol Derivatives from a Marine Sponge Topsentia sp.
Chen, Min
Wu, Xu-Dong
Zhao, Qing
Wang, Chang-Yun
MARINE DRUGS, 2016, 14 (08):
[36] Euryspongins A-C, three new unique sesquiterpenes from a marine sponge Euryspongia sp.
Yamazaki, Hiroyuki
Nakazawa, Takahiro
Sumilat, Deiske A.
Takahashi, Ohgi
Ukai, Kazuyo
Takahashi, Shiori
Namikoshi, Michio
BIOORGANIC & MEDICINAL CHEMISTRY LETTERS, 2013, 23 (07) : 2151 - 2154
[37] Diplopuupehenone, a new unsymmetrical puupehenone-related dimer from the marine sponge Dysidea sp.
Utkina, Natalia K.
Denisenko, Vladimir A.
Krasokhin, Vladimir B.
TETRAHEDRON LETTERS, 2011, 52 (29) : 3765 - 3768
[38] Diterpenoids isolated from the Samoan marine sponge Chelonaplysilla sp. inhibit Mycobacterium tuberculosis growth
de Oliveira, Josiane A. Monteiro
Williams, David E.
Bonnett, Shilah
Johnson, James
Parish, Tanya
Andersen, Raymond J.
JOURNAL OF ANTIBIOTICS, 2020, 73 (08) : 568 - 573
[39] Fatty Acids Pattern from the French Polynesian Monanchora n. sp. Marine Sponge
El-Demerdash, A.
Petek, S.
Debitus, C.
Al-Mourabit, A.
CHEMISTRY OF NATURAL COMPOUNDS, 2018, 54 (06) : 1143 - 1145
[40] Antibiotic activity and microbial community of the temperate sponge, Haliclona sp.
Hoppers, A.
Stoudenmire, J.
Wu, S.
Lopanik, N. B.
JOURNAL OF APPLIED MICROBIOLOGY, 2015, 118 (02) : 419 - 430

← 1 2 3 4 5 →