Alkaloids ofFicus species. Occurence of Indolizidine Alkaloids inFicus septica

Cytotoxic Phenanthroindolizidine Alkaloids from the Roots ofFicus septica

“…Using a cytotoxicity assay-directed fractionation approach[9- 11], purification of the MeOH extract of the roots of Ficus septica afforded ten new alkaloids (1-10), together with ten known ones, 13aR-tylophorine (11), 13aR-isotylocrebrine (12)[12], 13aR-tylocrebrine (13)[13], 13aR-antofine (14)[14], ficuseptines A (15)[15] and B (16)[6], dehydrotylophorine (17)[16], 10S,13aR-tylocrebrine N-oxide (18), 10S,13aR-isotylocrebrine N-oxide(19), and 10R,13aR-tylophorine N-oxide (20)[6] (l "Fig. 1).…”

Phenanthroindolizidine Alkaloids from the Stems of Ficus septica

“…This species has been known for its detoxicant, purgative, and emetic effects . The leaves of this plant have been used in folk medicine to treat colds, fever, and fungal and bacterial diseases. − Several phenanthroindolizidine alkaloids, triterpenoids, lignans, acetophenones, steroids, and long-chain aliphatic compounds have been reported earlier from the leaves and roots of F. septica . − Members of the phenanthroindolizidine alkaloid class are known to exhibit pronounced cytotoxicity and antiamebic, antifungal, antibacterial, and antiinflammatory activities and to also inhibit enzymes involved in the synthesis of DNA and proteins. ,− In our ongoing investigations on cytotoxic constituents from plants native to Taiwan, it was found that the methanol extract of the stem of F. septica exhibited potent cytotoxicity against the HONE-1 and NUGC cell lines. Purification of the alkaloidal fractions of the methanol extract by eluting over silica gel followed by HPLC afforded eight new phenanthroindolizidine alkaloids ( 1 − 8 ), along with six known analogues.…”

“…In addition to six known phenanthroindolizidine alkaloids, eight new alkaloids, namely, ficuseptines B-D (1-3), 10R,13aR-tylophorine N-oxide (4), 10R,13aR-tylocrebrine N-oxide (5), 10S,13aR-tylocrebrine N-oxide (6), 10S,13aR-isotylocrebrine N-oxide (7), and 10S,13aS-isotylocrebrine N-oxide (8), were isolated from a methanol extract of the stems of Ficus septica. The structures of the new compounds were elucidated by means of spectroscopic data interpretation.…”

Base‐Mediated Cyclization of 3‐[2‐(2‐Oxo‐2‐phenylethyl)‐1‐pyrrolidinyl]propanenitrile to 7‐Phenyl‐1,2,3,7,8,8a‐hexahydroindolizine‐6‐carbonitrile: What Lies Between?

“…[1a,1b] Examples include animal alkaloids such as the Nuphar indolizidine (1), [2,3] the plant alkaloids crepidamine (2), [4] (+)-ipalbidine (3) [5,6] and (-)-septicine (4), [7,8] and the sponge metabolite callyimine A (5) [9] (Figure 1). [1a,1b] Examples include animal alkaloids such as the Nuphar indolizidine (1), [2,3] the plant alkaloids crepidamine (2), [4] (+)-ipalbidine (3) [5,6] and (-)-septicine (4), [7,8] and the sponge metabolite callyimine A (5) [9] (Figure 1).…”