Calothrixins A and B, novel pentacyclic metabolites from Calothrix cyanobacteria with potent activity against malaria parasites and human cancer cells

Rodney W. Rickards; Jennifer M. Rothschild; Anthony C. Willis; Nola M. De Chazal; Julie Kirk; Kiaran Kirk; Kevin J. Saliba; Geoffrey D. Smith

doi:10.1016/S0040-4020(99)00833-9

Calothrixins A and B, novel pentacyclic metabolites from Calothrix cyanobacteria with potent activity against malaria parasites and human cancer cells

Rodney W. Rickards^*, Jennifer M. Rothschild, Anthony C. Willis, Nola M. De Chazal, Julie Kirk, Kiaran Kirk, Kevin J. Saliba, Geoffrey D. Smith

^*Corresponding author for this work

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

260 Citations (SciVal)

Abstract

Cell extracts from photoautrophic cultures of two cyanobacterial Calothrix isolates inhibited the growth in vitro of a chloroquine-resistant strain of the malaria parasite, Plasmodium falciparum, and of human HeLa cancer cells, in a dose-dependent manner. Bioassay-directed fractionation of the extracts led to the isolation and structural characterization of calothrixins A (1) and B (2), pentacyclic metabolites with an indolo[3,2- j]phenanthridine ring system unique amongst natural products, which exert their growth-inhibitory effects at nanomolar concentrations.

Original language	English
Pages (from-to)	13513-13520
Number of pages	8
Journal	Tetrahedron
Volume	55
Issue number	47
DOIs	https://doi.org/10.1016/S0040-4020(99)00833-9
Publication status	Published - 19 Nov 1999

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title = "Calothrixins A and B, novel pentacyclic metabolites from Calothrix cyanobacteria with potent activity against malaria parasites and human cancer cells",

abstract = "Cell extracts from photoautrophic cultures of two cyanobacterial Calothrix isolates inhibited the growth in vitro of a chloroquine-resistant strain of the malaria parasite, Plasmodium falciparum, and of human HeLa cancer cells, in a dose-dependent manner. Bioassay-directed fractionation of the extracts led to the isolation and structural characterization of calothrixins A (1) and B (2), pentacyclic metabolites with an indolo[3,2- j]phenanthridine ring system unique amongst natural products, which exert their growth-inhibitory effects at nanomolar concentrations.",

keywords = "Anticancer, Antiplasmodial, Cyanobacteria, Polycyclic heterocyclic compounds",

author = "Rickards, \{Rodney W.\} and Rothschild, \{Jennifer M.\} and Willis, \{Anthony C.\} and \{De Chazal\}, \{Nola M.\} and Julie Kirk and Kiaran Kirk and Saliba, \{Kevin J.\} and Smith, \{Geoffrey D.\}",

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doi = "10.1016/S0040-4020(99)00833-9",

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TY - JOUR

T1 - Calothrixins A and B, novel pentacyclic metabolites from Calothrix cyanobacteria with potent activity against malaria parasites and human cancer cells

AU - Rickards, Rodney W.

AU - Rothschild, Jennifer M.

AU - Willis, Anthony C.

AU - De Chazal, Nola M.

AU - Kirk, Julie

AU - Kirk, Kiaran

AU - Saliba, Kevin J.

AU - Smith, Geoffrey D.

PY - 1999/11/19

Y1 - 1999/11/19

N2 - Cell extracts from photoautrophic cultures of two cyanobacterial Calothrix isolates inhibited the growth in vitro of a chloroquine-resistant strain of the malaria parasite, Plasmodium falciparum, and of human HeLa cancer cells, in a dose-dependent manner. Bioassay-directed fractionation of the extracts led to the isolation and structural characterization of calothrixins A (1) and B (2), pentacyclic metabolites with an indolo[3,2- j]phenanthridine ring system unique amongst natural products, which exert their growth-inhibitory effects at nanomolar concentrations.

AB - Cell extracts from photoautrophic cultures of two cyanobacterial Calothrix isolates inhibited the growth in vitro of a chloroquine-resistant strain of the malaria parasite, Plasmodium falciparum, and of human HeLa cancer cells, in a dose-dependent manner. Bioassay-directed fractionation of the extracts led to the isolation and structural characterization of calothrixins A (1) and B (2), pentacyclic metabolites with an indolo[3,2- j]phenanthridine ring system unique amongst natural products, which exert their growth-inhibitory effects at nanomolar concentrations.

KW - Anticancer

KW - Antiplasmodial

KW - Cyanobacteria

KW - Polycyclic heterocyclic compounds

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U2 - 10.1016/S0040-4020(99)00833-9

DO - 10.1016/S0040-4020(99)00833-9

M3 - Article

SN - 0040-4020

VL - 55

SP - 13513

EP - 13520

JO - Tetrahedron

JF - Tetrahedron

IS - 47

ER -

Calothrixins A and B, novel pentacyclic metabolites from Calothrix cyanobacteria with potent activity against malaria parasites and human cancer cells

Abstract

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