An alkaloid containing an indole skeleton.
Member | Definition | Role |
6-methoxyspirotryprostatin b | An indole alkaloid isolated from a marine-derived fungal strain Aspergillus sydowii PFW1-13 and has been shown to exhibit cytotoxic activity. | 6-methoxyspirotryprostatin B |
9-methoxycanthin-6-one | An indole alkaloid that is the 9-methoxy derivative of canthin-6-one. Isolated from Eurycoma longifolia and Simaba multiflora, it exhibits cytotoxic activity towards human cancer cell lines. | 9-methoxycanthin-6-one |
aspidofractinine | | aspidofractinine |
aspidospermine | An indole alkaloid having the structure of aspirospermidine methoxylated at C-17 and acetylated at N-1. | aspidospermine |
beta-erythroidine | An organic heterotetracyclic indole alkaloid isolated from the seeds and other parts of Erythrina species. It differs from the alpha isomer in having the double bond of the dihydropyranone ring located beta,gamma- to the lactone carbonyl group instead of alpha,beta-. | beta-erythroidine |
bromocriptine | | bromocriptine |
bromodeoxytopsentin | An aromatic ketone that is imidazole which is substituted by a 1H-indole-3-carbonyl group and a 6-bromo-1H-indol-3-yl group at positions 2 and 4, respectively. Isolated from the Mediterranean shallow-water sponge, Topsentia genetrix. It is a potent inhibitor of MRSA pyruvate kinase and exhibits antibacterial properties. | bromodeoxytopsentin |
canthin-6-one | An indole alkaloid that is 6H-indolo[3,2,1-de][1,5]naphthyridine substituted by an oxo group at position 6. | canthin-6-one |
chaetominine | An organic heterotetracyclic compound that consists of 4,5,5a,9c-tetrahydro-3H-2a,9b-diazacyclopenta[jk]fluorene-1,3(2H)-dione substituted by a hydroxy group at position 5, a methyl group at position 2 and a 4-oxoquinazolin-3(4H)-yl group at position 4 (the 2S,4R,5aS,9cS stereoisomer). It is a cytotoxic alkaloid isolated from the endophytic fungus Chaetomium. | chaetominine |
chuangxinmycin | A thiinoindole that is 3,5-dihydro-2H-thiino[4,3,2-cd]indole which is substituted at positions 2 and 3 by carboxy and methyl groups, respectively (the 2R,3S diastereoisomer). | (-)-chuangxinmycin |
cryptolepine | An organic heterotetracyclic compound that is 5H-indolo[3,2-b]quinoline in which the hydrogen at position N-5 is replaced by a methyl group. | cryptolepine |
demethoxyfumitremorgin c | An organic heteropentacyclic compound that is a mycotoxic indole alkaloid, consisting of fumitremorgin C lacking the 9-methoxy substituent. | demethoxyfumitremorgin C |
detajmium | | detajmium |
drymaritin | An indole alkaloid that is canthin-6-one substituted by a methoxy group at position 4. Isolated from the whole plants of Drymaria diandra, it exhibits anti-HIV activity. | drymaritin |
echinuline | An indole alkaloid with formula C29H39N3O2. It is a fungal metabolite found in several Aspergillus species. | echinulin |
ellipticine | A organic heterotetracyclic compound that is pyrido[4,3-b]carbazole carrying two methyl substituents at positions 5 and 11. | ellipticine |
ergoline | An indole alkaloid whose structural skeleton is found in many naturally occurring and synthetic ergolines which are known to bind to neurotransmitter receptors, such as dopamine, noradrenaline and serotonin receptors and function as unselective agonists or antagonists at these receptors. | ergoline |
fumitremorgin a | An organic heterohexacyclic compound that is a mycotoxic indole alkaloid obtained by prenylation of the 10-hydroxy group of verruculogen. | fumitremorgin A |
fumitremorgin b | An organic heteropentacyclic compound that is a mycotoxic indole alkaloid produced by several fungi via a tryptophan-proline diketopiperazine intermediate. | fumitremorgin B |
geissospermine | A indole alkaloid comprising two indole-derived polycyclic moieties joined by a cyclic ether linkage. | geissospermine |
gelsemine | | LSM-1353 |
gramine | An aminoalkylindole that is indole carrying a dimethylaminomethyl substituent at postion 3. | gramine |
harman | An indole alkaloid fundamental parent with a structure of 9H-beta-carboline carrying a methyl substituent at C-1. It has been isolated from the bark of Sickingia rubra, Symplocus racemosa, Passiflora incarnata, Peganum harmala, Banisteriopsis caapi and Tribulus terrestris, as well as from tobacco smoke. It is a specific, reversible inhibitor of monoamine oxidase A. | harman |
hippeastrine | An indole alkaloid isolated from the Amaryllidaceae family and has been shown to exhibit cytotoxic activity. | hippeastrine |
indole-3-carbaldehyde | A heteroarenecarbaldehyde that is indole in which the hydrogen at position 3 has been replaced by a formyl group. | indole-3-carbaldehyde |
kopsinine | | kopsinine |
lenticin | An amino acid betaine obtaine by exhaustive methylation of the alpha-amino group of L-tryptophan with concomitant deprotonation of the carboxy group. | hypaphorine |
lorajmine | | lorajmine |
LSM-21619 | | LSM-21619 |
physostigmine | | physostigmine |
picrinine | A natural product with formula C20H22N2O3 that is the member of the akuammiline family of alkaloids, first isolated in 1965 from the leaves of Alstonia scholaris. | picrinine |
rescinnamine | | rescinnamine |
sarpagine | An indole alkaloid that is sarpagan bearing hydroxy groups at positions 10 and 17. | sarpagine |
serpentine (alkaloid) | An indole alkaloid that is 18-oxayohimban dehydrogenated at positions 3, 4, 5, 6, 16 and 17 and substituted by a methyl group at the 19alpha position and by a methoxycarbonyl group at position 16. | serpentine |
strictosidine | | 3alpha(S)-strictosidine |
tazettine | | tazettine |
tilivalline | A pyrrolobenzodiazepine that is (11aS)-2,3,5,10,11,11a-hexahydro-1H-pyrrolo[2,1-c][1,4]benzodiazepine substituted by an oxo group at position 5, by a hydroxy group at position 9, and by a 1H-indol-3-yl group at position 11S. It is a natural product discovered in Klebsiella oxytoca which is the causative toxin in antibiotic associated hemorrhagic colitis. It exhibits a microtubule-stabilizing activity that leads to mitotic arrest in the host cells. | tilivalline |
triphosphate | An indole alkaloid that is sarpagan in which the methyl group attached to position 16 has been oxidised to the corresponding aldehyde. | vellosimine |
tryprostatin a | A cyclic dipeptide that is brevianamide F (cyclo-L-Trp-L-Pro) substituted at positions 2 and 6 on the indole ring by prenyl and methoxy groups respectively. | tryprostatin A |
tryprostatin b | A cyclic dipeptide that is brevianamide F (cyclo-L-Trp-L-Pro) substituted at position 2 on the indole ring by a prenyl group. | tryprostatin B |
tryptamine | An aminoalkylindole consisting of indole having a 2-aminoethyl group at the 3-position. | tryptamine |
tryptoquivaline | An organic heteropentacyclic compound that is a mycotoxic indole alkaloid produced by several fungi. A potent and specific inhibitor of the breast cancer resistance protein multidrug transporter. | fumitremorgin C |
verruculogen | An organic heterohexacyclic compound that is a mycotoxic indole alkaloid isolated from Penicillium and Aspergillus species. | verruculogen |
yohimbane | | yohimban |