A concise review on marine bromopyrrole alkaloids as anticancer agents

Mahamed, Safia; Motal, Raeesa; Govender, Titus; Dlamini, Nompilo; Khuboni, Kwanele; Hadeb, Zamahlubi; Shaik, Baji Baba; Moodley, Kimeshni; Mohite, Sachin Balaso; Karpoormath, Rajshekhar

doi:10.1016/j.bmcl.2022.129102

Cited by 4 publications

(2 citation statements)

References 53 publications

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“…Marine bromopyrrole alkaloids constitute a rich family of sea sponge derived natural products that have garnered major interest on account of their chemical diversity and wide range of biological activities. [1][2][3] For this reason, a large effort has been made to identify novel bromopyrrole alkaloids with biological significance, for example dibromophakellin (1) (antibacterial), [4] oroidin (2) (anti-bacterial, anti-cancer), [5] hymenidin (3) (anti-cancer, anti-serotonergic), [5,6] and dispacamide A (4) (anti-histamine) (Figure 1). [7] Due to their apparent wide-array of biological activities, bromopyrrole alkaloids present themselves as attractive compounds to undergo further biological investigation in an attempt to discover novel natural product-derived pharmacological treatments.…”

Section: Introductionmentioning

confidence: 99%

“…Marine bromopyrrole alkaloids constitute a rich family of sea sponge derived natural products that have garnered major interest on account of their chemical diversity and wide range of biological activities [1–3] . For this reason, a large effort has been made to identify novel bromopyrrole alkaloids with biological significance, for example dibromophakellin ( 1 ) (anti‐bacterial), [4] oroidin ( 2 ) (anti‐bacterial, anti‐cancer), [5] hymenidin ( 3 ) (anti‐cancer, anti‐serotonergic), [5,6] and dispacamide A ( 4 ) (anti‐histamine) (Figure 1).…”

Section: Introductionmentioning

confidence: 99%

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Investigation Into Novel Mukanadin B, Mukanadin D and Mukanadin F Derivatives as Antagonists of 5‐HT_1A Signalling

Rees,

van Rensburg

et al. 2024

ChemMedChem

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Marine bromopyrrole alkaloids are a diverse family of natural products with a large array of biological applications. The mukanadin family is a group of molecules consisting of seven members (mukanadin A ‐ G) that possess a range of biological activities. Inhibition of serotonergic signaling has been demonstrated by mukanadin B derivatives, presenting this chemical scaffold as a candidate for further SAR exploration. A library of thirteen novel mukanadin B and D derivatives with structural variation targeted at the pyrrole ring, central linker and hydantoin ring, were synthesized. These analogues were subsequently assessed for serotonergic antagonism, in addition to natural products, mukanadin B, D, F and 9‐hydroxy mukanadin B. A collection of compounds exhibited significant 5‐HT1A signaling, including five of the novel derivatives and two of the naturally occurring bromopyrroles, mukanadin B and F. Particular SAR information could be determined from these results, such as modification of the pyrrole ring being a well‐tolerated strategy for improving serotonergic inhibition. Other changes to the pharmacophore led to significant reduction in activity such as saturation of the linker region, or no conclusive improvement in inhibitory activity such as a 9‐OH group or replacement of the hydantoin ring with a triazole moiety.

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Section: Introductionmentioning

confidence: 99%

“…Marine bromopyrrole alkaloids constitute a rich family of sea sponge derived natural products that have garnered major interest on account of their chemical diversity and wide range of biological activities [1–3] . For this reason, a large effort has been made to identify novel bromopyrrole alkaloids with biological significance, for example dibromophakellin ( 1 ) (anti‐bacterial), [4] oroidin ( 2 ) (anti‐bacterial, anti‐cancer), [5] hymenidin ( 3 ) (anti‐cancer, anti‐serotonergic), [5,6] and dispacamide A ( 4 ) (anti‐histamine) (Figure 1).…”

Section: Introductionmentioning

confidence: 99%

Investigation Into Novel Mukanadin B, Mukanadin D and Mukanadin F Derivatives as Antagonists of 5‐HT_1A Signalling

Rees,

van Rensburg

et al. 2024

ChemMedChem

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N-Bridgehead pyrrolodiazines (1998–2023)

Dumitrascu,

Georgescu,

Georgescu

2024

Advances in Heterocyclic Chemistry

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Anticancer potential of active alkaloids and synthetic analogs derived from marine invertebrates

Cai,

Yang,

Cao

et al. 2024

European Journal of Medicinal Chemistry

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A concise review on marine bromopyrrole alkaloids as anticancer agents

Cited by 4 publications

References 53 publications

Investigation Into Novel Mukanadin B, Mukanadin D and Mukanadin F Derivatives as Antagonists of 5‐HT_1A Signalling

Investigation Into Novel Mukanadin B, Mukanadin D and Mukanadin F Derivatives as Antagonists of 5‐HT_1A Signalling

N-Bridgehead pyrrolodiazines (1998–2023)

Anticancer potential of active alkaloids and synthetic analogs derived from marine invertebrates

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A concise review on marine bromopyrrole alkaloids as anticancer agents

Cited by 4 publications

References 53 publications

Investigation Into Novel Mukanadin B, Mukanadin D and Mukanadin F Derivatives as Antagonists of 5‐HT1A Signalling

Investigation Into Novel Mukanadin B, Mukanadin D and Mukanadin F Derivatives as Antagonists of 5‐HT1A Signalling

N-Bridgehead pyrrolodiazines (1998–2023)

Anticancer potential of active alkaloids and synthetic analogs derived from marine invertebrates

Contact Info

Product

Resources

About

Investigation Into Novel Mukanadin B, Mukanadin D and Mukanadin F Derivatives as Antagonists of 5‐HT_1A Signalling

Investigation Into Novel Mukanadin B, Mukanadin D and Mukanadin F Derivatives as Antagonists of 5‐HT_1A Signalling