Paenidigyamycin A, Potent Antiparasitic Imidazole Alkaloid from the Ghanaian Paenibacillus sp. DE2SH

Enoch Osei, Samuel Kwain, Gilbert Tetevi Mawuli, Abraham Kwabena Anang, Kofi Baffour-Awuah Owusu, Mustafa Camas, Anil Sazak Camas, Mitsuko Ohashi, Cristina-Nicoleta Alexandru-Crivac, Hai Deng, Marcel Jaspars, Kwaku Kyeremeh

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Abstract

A new alkaloid paenidigyamycin A (1) was obtained from the novel Ghanaian Paenibacillus sp. isolated from the mangrove rhizosphere soils of the Pterocarpus santalinoides tree growing in the wetlands of the Digya National Park, Ghana. Compound 1 was isolated on HPLC at tR = 37.0 min and its structure determined by MS, 1D, and 2D-NMR data. When tested against L. major, 1 (IC50 0.75 µM) was just as effective as amphotericin B (IC50 0.31 µM). Against L. donovani, 1 (IC50 7.02 µM) was twenty-two times less active than amphotericin B (IC50 0.32 µM), reinforcing the unique effectiveness of 1 against L. major. For T. brucei brucei, 1 (IC50 0.78 µM) was ten times more active than the laboratory standard Coptis japonica (IC50 8.20 µM). The IC50 of 9.08 µM for 1 against P. falciparum 3d7 compared to artesunate (IC50 36 nM) was not strong, but this result suggests the possibility of using the paenidigyamycin scaffold for the development of potent antimalarial drugs. Against cercariae, 1 showed high anticercaricidal activity compared to artesunate. The minimal lethal concentration (MLC) and minimal effective concentration (MEC) of the compound were 25 and 6.25 µM, respectively, while artesunate was needed in higher quantities to produce such results. However, 1 (IC50 > 100 µM) was not active against T. mobilensis.

Original languageEnglish
Article number9
JournalMarine Drugs
Volume17
Issue number1
DOIs
Publication statusPublished - 24 Dec 2018

Fingerprint

Paenibacillus
Antiparasitic Agents
Alkaloids
Inhibitory Concentration 50
Amphotericin B
Pterocarpus
Coptis
imidazole
Cercaria
Ghana
Rhizosphere
Wetlands
Antimalarials
Soil
High Pressure Liquid Chromatography

Keywords

  • paenidigyamycin
  • plasmodium
  • trypanosome
  • leishmania
  • trichomonas
  • schistosome

Cite this

Osei, E., Kwain, S., Mawuli, G. T., Anang, A. K., Owusu, K. B-A., Camas, M., ... Kyeremeh, K. (2018). Paenidigyamycin A, Potent Antiparasitic Imidazole Alkaloid from the Ghanaian Paenibacillus sp. DE2SH. Marine Drugs, 17(1), [9]. https://doi.org/10.3390/md17010009

Paenidigyamycin A, Potent Antiparasitic Imidazole Alkaloid from the Ghanaian Paenibacillus sp. DE2SH. / Osei, Enoch; Kwain, Samuel; Mawuli, Gilbert Tetevi; Anang, Abraham Kwabena; Owusu, Kofi Baffour-Awuah; Camas, Mustafa; Camas, Anil Sazak; Ohashi, Mitsuko; Alexandru-Crivac, Cristina-Nicoleta; Deng, Hai; Jaspars, Marcel; Kyeremeh, Kwaku.

In: Marine Drugs, Vol. 17, No. 1, 9, 24.12.2018.

Research output: Contribution to journalArticle

Osei, E, Kwain, S, Mawuli, GT, Anang, AK, Owusu, KB-A, Camas, M, Camas, AS, Ohashi, M, Alexandru-Crivac, C-N, Deng, H, Jaspars, M & Kyeremeh, K 2018, 'Paenidigyamycin A, Potent Antiparasitic Imidazole Alkaloid from the Ghanaian Paenibacillus sp. DE2SH', Marine Drugs, vol. 17, no. 1, 9. https://doi.org/10.3390/md17010009
Osei, Enoch ; Kwain, Samuel ; Mawuli, Gilbert Tetevi ; Anang, Abraham Kwabena ; Owusu, Kofi Baffour-Awuah ; Camas, Mustafa ; Camas, Anil Sazak ; Ohashi, Mitsuko ; Alexandru-Crivac, Cristina-Nicoleta ; Deng, Hai ; Jaspars, Marcel ; Kyeremeh, Kwaku. / Paenidigyamycin A, Potent Antiparasitic Imidazole Alkaloid from the Ghanaian Paenibacillus sp. DE2SH. In: Marine Drugs. 2018 ; Vol. 17, No. 1.
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abstract = "A new alkaloid paenidigyamycin A (1) was obtained from the novel Ghanaian Paenibacillus sp. isolated from the mangrove rhizosphere soils of the Pterocarpus santalinoides tree growing in the wetlands of the Digya National Park, Ghana. Compound 1 was isolated on HPLC at tR = 37.0 min and its structure determined by MS, 1D, and 2D-NMR data. When tested against L. major, 1 (IC50 0.75 µM) was just as effective as amphotericin B (IC50 0.31 µM). Against L. donovani, 1 (IC50 7.02 µM) was twenty-two times less active than amphotericin B (IC50 0.32 µM), reinforcing the unique effectiveness of 1 against L. major. For T. brucei brucei, 1 (IC50 0.78 µM) was ten times more active than the laboratory standard Coptis japonica (IC50 8.20 µM). The IC50 of 9.08 µM for 1 against P. falciparum 3d7 compared to artesunate (IC50 36 nM) was not strong, but this result suggests the possibility of using the paenidigyamycin scaffold for the development of potent antimalarial drugs. Against cercariae, 1 showed high anticercaricidal activity compared to artesunate. The minimal lethal concentration (MLC) and minimal effective concentration (MEC) of the compound were 25 and 6.25 µM, respectively, while artesunate was needed in higher quantities to produce such results. However, 1 (IC50 > 100 µM) was not active against T. mobilensis.",
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AU - Camas, Anil Sazak

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KW - paenidigyamycin

KW - plasmodium

KW - trypanosome

KW - leishmania

KW - trichomonas

KW - schistosome

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