Chemical study of the CH
2Cl
2-MeOH (1:1) extract of the sponge
Fascaplysinopsis reticulata collected in Mayotte highlighted three new tryptophan derived alkaloids, 6,6′-bis-(debromo)-gelliusine F (
1), 6-bromo-8,1′-dihydro-isoplysin A (
2) and 5,6-dibromo-8,1′-dihydro-isoplysin A (
3), along with
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Chemical study of the CH
2Cl
2-MeOH (1:1) extract of the sponge
Fascaplysinopsis reticulata collected in Mayotte highlighted three new tryptophan derived alkaloids, 6,6′-bis-(debromo)-gelliusine F (
1), 6-bromo-8,1′-dihydro-isoplysin A (
2) and 5,6-dibromo-8,1′-dihydro-isoplysin A (
3), along with the synthetically known 8-oxo-tryptamine (
4) and the three known molecules from the same family, tryptamine (
5), (
E)-6-bromo-2′-demethyl-3′-
N-methylaplysinopsin (
6) and (
Z)-6-bromo-2′-demethyl-3′-
N-methylaplysinopsin (
7). Their structures were elucidated by 1D and 2D NMR spectra and HRESIMS data. All compounds were evaluated for their antimicrobial and their antiplasmodial activities. Regarding antimicrobial activities, the best compounds are (
2) and (
3), with minimum inhibitory concentration (MIC) of 0.01 and 1 µg/mL, respectively, towards
Vibrio natrigens, and (
5), with MIC values of 1 µg/mL towards
Vibrio carchariae. In addition the known 8-oxo-tryptamine (
4) and the mixture of the (
E)-6-bromo-2′-demethyl-3′-
N-methylaplysinopsin (
6) and (
Z)-6-bromo-2′-demethyl-3′-
N-methylaplysinopsin (
7) showed moderate antiplasmodial activity against
Plasmodium falciparum with IC
50 values of 8.8 and 8.0 µg/mL, respectively.
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