Unusual Sulfamate Indoles and a Novel Indolo[3,2-a]carbazole from Ancorina sp.¹

Abstract

Four new indoles, ancorinolates A-C and bis-ancorinolate B, which contain sulfamate and sulfate groups, were isolated from the aqueous extract of the sponge Ancorina sp. In addition, ancorinazole, an indolo[3,2-a]carbazole also possessing sulfamate and sulfate groups, was isolated from two separate New Zealand collections of Ancorina sp. Ancorinazole is the first indolo[3,2-a]carbazole described as a natural product. Ancorinolates A (1) and C (3) showed weak HIV-inhibitory activity in the XTT-based, anticytopathicity assay.

ISOLASI DAN UJI TOKSISITAS FRAKSI ETIL ASETAT SPONS Ancorina sp. ASAL ZONA INTERTIDAL PANTAI WEDIOMBO GUNUNG KIDUL YOGYAKARTA

“…dari perairan laut dalam telah dilakukan isolasi dan menghasilkan senyawa golongan indole yaitu ankorinolat A, B, dan C serta bisankorinolat B dan ankorinazol. Senyawa tersebut memiliki aktivitas anti HIV (Meragelman et al, 2002). Golongan asam tetramat glikosida yaitu ankorinosida A juga telah berhasil diisolasi dari spons Ancorina sp.…”

Marine Bi-, Bis-, and Trisindole Alkaloids

“…139 (Figure 1 235 was the first report of a naturally occurring indolo[3,2-a]carbazole. 139 The novel potassium channel antagonist, 6-bromo-2-mercaptotryptamine (236), containing a disulfide bond, was shown to be the main constituent in the brilliant yellow defensive mucus of the marine snail Calliostoma canaliculatum 140 (Figure 1.25).…”

“…139 (Figure 1 235 was the first report of a naturally occurring indolo[3,2-a]carbazole. 139 The novel potassium channel antagonist, 6-bromo-2-mercaptotryptamine (236), containing a disulfide bond, was shown to be the main constituent in the brilliant yellow defensive mucus of the marine snail Calliostoma canaliculatum 140 (Figure 1.25). The toxin-containing mucus is secreted from the hypobranchial gland, a gland common to many marine mollusks and often the source of dye compounds, including Tyrian purple, a dibromoindigo, 140 which is closely related to bisindole alkaloids.…”

Systematic UPLC-ESI-MS/MS study on the occurrence of staurosporine and derivatives in associated marine microorganisms from Eudistoma vannamei

“…6 In the meantime several staurosporine analogues were isolated from actinomycetes 5 and also from marine invertebrate, including among others sponges, mollusks and tunicates. [7][8][9][10] Interestingly, in several cases staurosporine and related derivatives ( Figure 1) were isolated from Streptomyces sp.…”