Tri Mayanti

Antifeedant Triterpenoids from the Seeds and Bark of Lansium domesticum cv Kokossan (Meliaceae)

Two tetranortriterpenoids, kokosanolide A (1) and C (2) were isolated from the seeds and three onoceranoid-type triterpenoids: kokosanolide B (3), 8,14-secogammacera-7,14-diene-3,21-dione (4) and a 1.5:0.5 mixture of 8,14-secogammacera-7,14(27)-diene-3,21-dione (5) and compound 4 were isolated from the bark of kokossan (Lansium domesticum). Complete 1H- and 13C-NMR data of the triterpenoids 1-5 are reported. The triterpenoids’ structures were elucidated primarily by means of high field 1D- and 2D-NMR, IR and HRMS spectral data. Triterpenoids 1-5 exhibited moderate to strong antifeedant activity against the fourth instar larvae of Epilachna vigintioctopunctata.

Kokosanolide from the seed of Lansium domesticum Corr.

In the title compound, [systematic name: 8,14-secogammacera-7,14(27)-diene-3,21-dione], C27H32O9, each of the six-membered rings adopts the common chair conformation. In the crystal, molecules are linked by an O–H⋯Oester hydrogen bond into a helical chain.

14-Hy­droxy-8,14-secogammacera-7-ene-3,21-dione from the bark of Lansium domesticum Corr.

In the title compound (kokosanolide B), C30H48O3, the hexahydro- and octahydronaphthalen-2-one ring systems are connected through an ethylene fragment, with a C—CH2—CH2—C torsion angle of 176.2 (2)°. The cyclohexene ring adopts a half-chair conformation, while the other six-membered rings adopt distorted chair conformations. In the crystal, adjacent molecules are linked into a zigzag chain along the b axis by O—H⋯O hydrogen bonds involving the hydroxy and carbonyl groups.

A New (–)-5′,6-dimethoxyisolariciresinol-(3″,4″-dimethoxy)-3α-O-β-D-glucopyranoside from the bark of Aglaia eximia (Meliaceae)

Abstract New (–)-5′,6-dimethoxyisolariciresinol-(3″,4″-dimethoxy)-3α-O-β-d-glucopyranoside compound was isolated from the methanol extract of the bark of Aglaia eximia (Meliaceae). The chemical structure of the new compound were elucidated on the basis of spectroscopic data including, UV, IR, HR-ESI-TOFMS, 1D-NMR, 2D-NMR and comparison with those related compounds previously reported.

8,14-Secogammacera-7,14(27)-diene-3,21-dione–8,14-secogammacera-7,14-diene-3,21-dione (1.5/0.5) from the bark of Lansium domesticum Corr.

The components of the title cocrystal, 1.5C30H40O2·0.5C30H40O2, each have two tetrahydrodecalin-type fused rings connected through an ethylene fragment [R—CH2—CH2—R′ torsion angles: 158.1 (7) ° in the major component and 157.5 (6)° in the minor component]. The structure is a non-merohedral twin, with a minor twin component of 26%. The exocyclic double-bonded C atom of the major component of the cocrystal is disordered over two sites of equal occupancy.

A new limonoid from stem bark of Chisocheton pentandrus (Meliaceae)

Abstract A new limonoid, pentandricine (1), along with three known limonoids, ceramicine B (2), 6-de(acetyloxy)-23-oxochisocheton (3), 6-de(acetyloxy)-23-oxo-7-O-deacetylchisocheton (4), have been isolated from the stembark of Chisocheton pentandrus. The chemical structures of the new compound were elucidated on the basis of spectroscopic evidence. All of the compounds were tested for their cytotoxic effects against MCF-7 breast cancer cells. Compounds 1–4 showed weak and no cytotoxicity against MCF-7 breast cancer cells with IC50 values of 369.84, 150.86, 208.93 and 120.09 μM, respectively.

ANTIBACTERIAL TRITERPENOIDS FROM THE BARKS AND LEAVES OF Lansium domesticum Corr cv. Kokossan (MELIACEAE)

Three triterpenoid compounds, 8,14-secogammacera-7,14-dien-3,21-dione (1), 8,14-secogammacera-7en-14-hydroxy-3,21-dione (2) and 9,19-cyclolanost-24-en-3-one, 21,23 epoxy-21,22-dihydroxy (21R, 22S, 23S) (3) has been isolated from the barks and leaves of L. domesticum cv kokossan (Meliaceae). The chemical structures of compounds 1-3 were identified with spectroscopic data, including UV, IR, NMR and MS, and their spectra were compared with previously reported spectra data. Compound 1, 2 were evaluated for their antibacterial effects against Escherichia coli and Bacillus ereus. Compound 3 was evaluated for their antibacterial effects against Escherichia coli and Enterococcus feacalis. Compound 1 showed the inhibition zone values of 7.5 dan 8.0 mm at 500 and 1000 ppm against Escherichia coli, whereas for Bacillus cereus it was inactive. Compound 2 showed the inhibition zone values of 8.0 dan 10.0 mm at concentrations of 500 and 1000 ppm against Escherichia coli, whereas for Bacillus cereus it was inactive. Compound 3 showed the inhibition zone values of 3.67 mm, 3.17 mm, 2.32 mm at concentrations of 10000, 5000 and 1000 ppm respectively against Escherichia coli, whereas for Enterococcus feacalis it was inactive.

Cytototoxic constituents from the bark of Chisocheton cumingianus (Meliaceae).

Abstract A new lanostane-type triterpenoid, 3β-hydroxy-25-ethyl-lanost-9(11),24(24′)-diene (1), along with 3β-hydroxy-lanost-7-ene (2) and β-sitosterol-3-O-acetate (3) was isolated from the stem bark of C. cumingianus. The chemical structure of the new compound was elucidated on the basis of spectroscopic data. All of the compounds were evaluated for their cytotoxic effects against P-388 murine leukemia cells. Compounds 1-3 showed cytotoxicity against P-388 murine leukemia cells with IC50 values of 28.8 ± 0.10, 4.29 ± 0.03, and 100.18 ± 0.16 μg/ml, respectively.

9,19-Cyclolanost-24-en-3-one,21,23-epoxy-21,22-dihydroxy (21R, 22S, 23S) from the Leaves of Lansium domesticum Corr cv Kokossan

A new cycloartan-type triterpenoid, 9,19-cyclolanost-24-en-3-one,21,23-epoxy-21,22-dihydroxy (21R, 22S, 23S), was isolated from the leaves of Lansium domesticum Corr cv kokossan. The chemical structure of 1 was elucidated on the basis of spectroscopic data, X-ray diffraction and comparison with those related compounds previously reported.