Yuan-Yuan Wang

Melodinines A-G, monoterpenoid indole alkaloids from Melodinus henryi.

Nineteen monoterpenoid indole alkaloids including seven new ones, melodinines A-G (1-7), were isolated from Melodinus henryi. The structures of the new compounds were elucidated using spectroscopic methods, and the structure of compound 4 was confirmed by single-crystal X-ray diffraction analysis. The known compounds were identified by comparing their spectroscopic data with those reported in the literature. All of the compounds were evaluated for cytotoxic activity against five human cancer cell lines, and compound 11 exhibited cytotoxicity against HL-60, SMMC-7721, A-549, and SK-BR-3 cells with IC50 values of 2.0, 16.8, 25.9, and 24.7 microM, respectively.

Melotenine A, a Cytotoxic Monoterpenoid Indole Alkaloid from Melodinus tenuicaudatus

Melotenine A (1), an unprecedented skeleton with a 6/5/5/6/7 pentacyclic rearranged ring system, was isolated from Melodinus tenuicaudatus. The structure was elucidated by means of spectroscopic methods and further confirmed by the single-crystal X-ray diffraction analysis. A possible biogenesis was also proposed. Melotenine A exhibited potential inhibition against five human cancer cell lines.

Cytotoxic indole alkaloids from Melodinus tenuicaudatus.

Four new bisindole alkaloids, melodinines H-K (1-4), a new monomer, melodinine L (5), and 11 known alkaloids were isolated from Melodinus tenuicaudatus. The structures of 1-5 were elucidated by extensive spectroscopic methods, and the known compounds were identified by comparison with data in the literature. All of the compounds were evaluated for their cytotoxicity against five human cancer cell lines. Alkaloids 1, 3, and 4 and the known compound 11-methoxytabersonine (8) exhibited inhibitory effects, with IC(50) values comparable to those of cisplatin and vinorelbine.

Melohenines A and B, Two Unprecedented Alkaloids from Melodinus henryi

A phytochemical study on Melodinus henryi has led to the isolation of two novel alkaloids, melohenines A (1), a monoterpenoid indole alkaloid with additional skeletal carbons arranged compactly in eight rings, and melohenine B (2), an alkaloid with an unprecedented 6/9/6/6 tetracyclic ring system regarded as a key intermediate from indole to quinoline alkaloids. Their structures were elucidated by means of spectroscopic methods and further confirmed by X-ray diffraction analysis.

Schinalactone A, a New Cytotoxic Triterpenoid from Schisandra sphenanthera

A new cytotoxic triterpenoid, schinalactone A (1), together with two new biogenetically related compounds, schinalactones B (2) and C (3), has been isolated from the roots and stems of Schisandra sphenanthera.Their structures were elucidated on the basis of extensive spectroscopic analysis. Compounds 1 and 2 showed significant cytotoxicity against PANC-1 cell lines with IC(50) values of 5.9 and 4.1 microM, respectively. A plausible biosynthetic pathway of 1 was also postulated.

Cytotoxic ent-kaurane diterpenoids from Isodon rubescens var. lushiensis.

Ten new ent-kaurane diterpenoids, isolushinins A-J (1-10), together with 20 known compounds, were isolated from the aerial parts of Isodon rubescens var. lushiensis. The structures of 1-10 were elucidated by spectroscopic analysis. Several of the compounds isolated were evaluated for their cytotoxicity against the HL-60, SMMC-7721, A-549, SK-BR-3, and PANC-1 human cancer cell lines, and some exhibited quite potent inhibitory activities.

Macrophyllionium and Macrophyllines A and B, Oxindole Alkaloids from Uncaria macrophylla

An unusual oxindole alkaloid inner salt, macrophyllionium (1), and a pair of new tetracyclic oxindole alkaloids, macrophyllines A (2) and B (3), together with six known alkaloids, were isolated from the aerial parts of Uncaria macrophylla. Corynantheidine (8) exhibited moderate cytotoxicity against HL-60 and SW480 cells with IC(50) values of 13.96 and 23.28 μM, respectively. Dihydrocorynantheine (9) exhibited significant vasodilating activity against phenylephrine-induced contraction in rat thoracic aorta rings (IC(50) = 6.73 μg/mL). In addition, compounds 2, 6, and 9 showed weak inhibitory action on KCl-induced contraction.

Terpenoids and Norlignans from Metasequoia glyptostroboides

Four new terpenoids, metaseglyptorin A (1), metasequoic acid C (2), 12α-hydroxy-8,15-isopimaradien-18-oic acid (3), and (-)-acora-2,4(14),8-trien-15-oic acid (4), and three new norlignans, metasequirins D-F (5-7), were isolated from Metasequoia glyptostroboides, together with 15 known compounds. Structures of the new compounds were determined by analysis of their spectroscopic data, and the absolute configuration of 7 was established by the modified Mosher method. All of the compounds were evaluated for cytotoxicity against five human tumor cell lines.

Limonoids from the Leaves of Cipadessa baccifera

Eight new limonoids with four different structural frameworks, including gedunin (1, 2), havanensin (3, 4), mexicanolide (5, 6), and methyl angolensate types (7, 8), together with six known limonoids, were isolated from the leaves of Cipadessa baccifera. Compounds 2 and 5 exhibited moderate cytotoxicity against the HL-60 cell line with an IC(50) value of 20 microM.

Dolabellane diterpenoids from Aglaia odorata.

Dolabellane diterpenoids, (1R,3E,7E,10S,11S,12R)-dolabella-3,7-dien-10,18-diol (1), (1R,3S,7E,11S,12R)-dolabella-4(16),7-dien-3,18-diol (2), (1R,7E,11S,12R)-18-hydroxydolabella-4(16),7-dien-3-one (3), (1R,3S,4S,7E,11S,12R)-3,4-epoxydolabella-7-en-18-ol (4), and (1R,3R,7E,11S,12R)-dolabella-4(16),7,18-trien-3-ol (5), were obtained from the ornamental plant Aglaia odorata. Their structures were characterized on the basis of spectroscopic analyses and further confirmed by X-ray diffraction. Compounds 1 and 5 showed weak cytotoxicity against the human myeloid leukemia HL-60, hepatocellular carcinoma SMMC-7721, and lung cancer A-549 cells.