Molluscicidal activities of Dysoxylum lenticellare gillespie constituents on Biomphalaria glabrata say

Abstract

Four alkaloids, dyshomerythrine (2), 3-epischelhammericine (6), 2,7-dihydrohomoerysotrine (7); and 3-epi-12-hydroxyschelhammericine (8); two 1-phenylethylisoquinoline, homolaudanosine (9) and dysoxylie (10); a novel alkaloid, dysazecine (3); two diterpenes, 8~-hydroxysandaracopimar-lS-ene (1) and phyllocladene (5) and p-hydroxyacetophenone (4) isolated from the leaves of Dysoxylum lenticellare have been tested against Biomphalaria glabrata and found to possess molluscicidal activity. p-Hydroxyacetophenone (4) demonstrated high molluscicidal activity. An increase in the methoxy groupings increased the activity of the alkaloids whilst the disruption of the carbon skeleton decreased activity. All the compounds tested possessed cardiodepressant activities on the heart of B . glabrata.

Direct construction of biaryl-bridged 8–11 membered N-heterocycles via gold(i)-catalyzed intramolecular [4 + 2] benzannulation of N-tethered diynyl benzaldehydes

“…1). 2–8 For instance, buflavine, apogalanthamine, and aza-isopicrostegane, all feature a structurally constrained biaryl-bridged azocine skeleton, showing a broad spectrum of biological activities, such as α-adrenolytic, anti-serotonin, and anti-cancer activities. 2–4 Protostephanine, possessing a 6,7,8,9-tetrahydrodibenzo[ d , f ]azonine skeleton, has been found to have an interesting hypotensive effect.…”

“…6 Dysazecine, featuring a rare 5,6,7,8,9,10-hexahydrodibenzo[ d , f ]azecine structure and isolated from Dysoxylum lenticellare Gillespie, displays promising molluscicidal activity. 7 Architecturally challenging biaryl-bridged medium-sized N -heterocycles also serve as versatile ligands in transition metal catalysis. 8 Owing to the intrinsically unfavorable transannular interactions, as well as entropic and enthalpic factors, 9 only very limited synthetic methods to efficiently access such structural motifs have been established.…”

Succinct Syntheses of Methopholine, (±)‐Homolaudanosine, and (±)‐Dysoxyline via Metal‐free One‐Pot Double Alkylation on 1‐Methyl‐3,4‐dihydroisoquinolines

“…[19][20][21][22] Homolaudanosine [23][24][25] and dysoxyline, [26][27][28] structurally very similar to methopholine, were isolated from Dysoxylum lenticellare showing molluscicidal activities. 29 3,4-Dihydroisoquinoline (DHIQ) is a well-known precursor for the syntheses of diverse THIQs. In general, generation of carbon-carbon bonds at the C1-methyl group of DHIQ requires elaborate reaction conditions.…”

“…Methopholine is an opioid analgesic more effective than codeine . Homolaudanosine and dysoxyline, structurally very similar to methopholine, were isolated from Dysoxylum lenticellare showing molluscicidal activities …”