Swinhoeiamide A, a new highly active calyculin derivative from the marine sponge Theonella swinhoei

Ruangelie Edrada-Ebel; Rainer Ebel; Agus Supriyono; Victor Wray; Peter Schupp; Klaus Steube; Rob van Soest; Peter Proksch

doi:10.1021/np020049d

Swinhoeiamide A, a new highly active calyculin derivative from the marine sponge Theonella swinhoei

Ruangelie Edrada-Ebel, Rainer Ebel, Agus Supriyono, Victor Wray, Peter Schupp, Klaus Steube, Rob van Soest, Peter Proksch

Strathclyde Institute Of Pharmacy And Biomedical Sciences

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

41 Citations (Scopus)

Abstract

Analysis of the Papua New Guinean sponge Theonella swinhoei afforded a new calyculinamide-related congener for which we propose the name swinhoeiamide A (1). The structure of the new compound was unambiguously established on the basis of NMR spectroscopic ((1)H, (13)C, COSY, HMBC) and mass spectrometric (FABMS) data. Swinhoeiamide A exhibited insecticidal activity toward neonate larvae of the polyphagous pest insect Spodoptera littoralis when incorporated in an artificial diet offered to the larvae in a chronic feeding bioassay (ED(50) 2.11 ppm, LD(50) 2.98 ppm). Furthermore, it was found to be fungicidal against Candida albicans and Aspergillus fumigatus (MIC 1.2 and 1.0 microg/mL, respectively).

Original language	English
Pages (from-to)	1168-1172
Number of pages	5
Journal	Journal of Natural Products
Volume	65
Issue number	8
DOIs	https://doi.org/10.1021/np020049d
Publication status	Published - Aug 2002

Keywords

animals
antifungal agents
aspergillus fumigatus
candida albicans
chromatography, high pressure liquid
feeding behavior
insecticides
larva
molecular structure
organophosphates
oxazoles
Papua New Guinea
porifera
spectrophotometry, ultraviolet
spodoptera
fungal spores

UN SDGs

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10.1021/np020049d

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@article{e3e1e783675945478ac750dabbead105,

title = "Swinhoeiamide A, a new highly active calyculin derivative from the marine sponge Theonella swinhoei",

abstract = "Analysis of the Papua New Guinean sponge Theonella swinhoei afforded a new calyculinamide-related congener for which we propose the name swinhoeiamide A (1). The structure of the new compound was unambiguously established on the basis of NMR spectroscopic ((1)H, (13)C, COSY, HMBC) and mass spectrometric (FABMS) data. Swinhoeiamide A exhibited insecticidal activity toward neonate larvae of the polyphagous pest insect Spodoptera littoralis when incorporated in an artificial diet offered to the larvae in a chronic feeding bioassay (ED(50) 2.11 ppm, LD(50) 2.98 ppm). Furthermore, it was found to be fungicidal against Candida albicans and Aspergillus fumigatus (MIC 1.2 and 1.0 microg/mL, respectively).",

keywords = "animals, antifungal agents, aspergillus fumigatus, candida albicans, chromatography, high pressure liquid, feeding behavior, insecticides, larva, molecular structure, organophosphates, oxazoles, Papua New Guinea, porifera, spectrophotometry, ultraviolet, spodoptera, fungal spores",

author = "Ruangelie Edrada-Ebel and Rainer Ebel and Agus Supriyono and Victor Wray and Peter Schupp and Klaus Steube and {van Soest}, Rob and Peter Proksch",

year = "2002",

month = aug,

doi = "10.1021/np020049d",

language = "English",

volume = "65",

pages = "1168--1172",

journal = "Journal of Natural Products",

issn = "0163-3864",

publisher = "American Chemical Society",

number = "8",

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TY - JOUR

T1 - Swinhoeiamide A, a new highly active calyculin derivative from the marine sponge Theonella swinhoei

AU - Edrada-Ebel, Ruangelie

AU - Ebel, Rainer

AU - Supriyono, Agus

AU - Wray, Victor

AU - Schupp, Peter

AU - Steube, Klaus

AU - van Soest, Rob

AU - Proksch, Peter

PY - 2002/8

Y1 - 2002/8

N2 - Analysis of the Papua New Guinean sponge Theonella swinhoei afforded a new calyculinamide-related congener for which we propose the name swinhoeiamide A (1). The structure of the new compound was unambiguously established on the basis of NMR spectroscopic ((1)H, (13)C, COSY, HMBC) and mass spectrometric (FABMS) data. Swinhoeiamide A exhibited insecticidal activity toward neonate larvae of the polyphagous pest insect Spodoptera littoralis when incorporated in an artificial diet offered to the larvae in a chronic feeding bioassay (ED(50) 2.11 ppm, LD(50) 2.98 ppm). Furthermore, it was found to be fungicidal against Candida albicans and Aspergillus fumigatus (MIC 1.2 and 1.0 microg/mL, respectively).

AB - Analysis of the Papua New Guinean sponge Theonella swinhoei afforded a new calyculinamide-related congener for which we propose the name swinhoeiamide A (1). The structure of the new compound was unambiguously established on the basis of NMR spectroscopic ((1)H, (13)C, COSY, HMBC) and mass spectrometric (FABMS) data. Swinhoeiamide A exhibited insecticidal activity toward neonate larvae of the polyphagous pest insect Spodoptera littoralis when incorporated in an artificial diet offered to the larvae in a chronic feeding bioassay (ED(50) 2.11 ppm, LD(50) 2.98 ppm). Furthermore, it was found to be fungicidal against Candida albicans and Aspergillus fumigatus (MIC 1.2 and 1.0 microg/mL, respectively).

KW - animals

KW - antifungal agents

KW - aspergillus fumigatus

KW - candida albicans

KW - chromatography, high pressure liquid

KW - feeding behavior

KW - insecticides

KW - larva

KW - molecular structure

KW - organophosphates

KW - oxazoles

KW - Papua New Guinea

KW - porifera

KW - spectrophotometry, ultraviolet

KW - spodoptera

KW - fungal spores

U2 - 10.1021/np020049d

DO - 10.1021/np020049d

M3 - Article

C2 - 12193024

SN - 0163-3864

VL - 65

SP - 1168

EP - 1172

JO - Journal of Natural Products

JF - Journal of Natural Products

IS - 8

ER -

Swinhoeiamide A, a new highly active calyculin derivative from the marine sponge Theonella swinhoei

Abstract

Keywords

UN SDGs

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