Ze-Jun Dong

Highly Functionalized Daphnane Diterpenoids from Trigonostemon thyrsoideum

Trigonothyrins A-C (1-3), which are highly functionalized daphnane diterpenoids, were isolated from the stems of Trigonostemon thyrsoideum. Compounds 1-3 represent the first examples of daphnanes with an oxygen-bridged four-membered-ring system, and a linkage mode of 12,13,14-orthoester. Compound 3 was observed to inhibit HIV-1 induced cytopathic effects. The EC(50) value was 2.19 microg/mL, and the therapeutic index (TI) was more than 90.

Evidence for the Natural Toxins from the Mushroom Trogia venenata as a Cause of Sudden Unexpected Death in Yunnan Province, China

National Basic Research Program of China (973 Program)[2009CB522300]; National Natural Sciences Foundation of China[30830113, U1132607]; Ministry of Health[200802002]

Daphnane diterpenoids isolated from Trigonostemon thyrsoideum as HIV-1 antivirals

Four highly oxygenated daphnane diterpenoids, trigonothyrins D-G (1-4), were isolated from the stems of Trigonostemon thyrsoideum, and their structures were elucidated on the basis of extensive spectroscopic studies. Inhibitory activity against HIV-1 was assessed for compounds 1, 3 and 4, wherein, 3 showed activity with an EC(50) value of 0.13μg/mL and a therapeutic index (TI) of 75.1.

Synthesis of Analogues of Flazin, in Particular, Flazinamide, as Promising Anti‐HIV Agents

Flazin isolated from the fruiting bodies of Suillus granulatus was found to possess weak anti‐HIV activity (EC50=2.36 μM, TI=12.1). To establish a SAR study, 46 flazin analogues were synthesized, and their anti‐HIV activities were evaluated in vitro. Among them, flazinamide (9a) showed the most potent activity with an EC50 value of 0.38 μM and a TI value of 312.0. The results suggested that appropriate substituents at positions 3, 1′, and 5′ of flazin might play a crucial role in determining their anti‐HIV activities, and that flazinamide can be considered as a promising, readily available anti‐HIV agent.

Hypocrellin D, a Cytotoxic Fungal Pigment from Fruiting Bodies of the Ascomycete Shiraia bambusicola

A fungal pigment, hypocrellin D (1), together with three known perylenequinone derivatives hypocrellin A (2), B (3) and C (4), was isolated from the fruiting bodies of Shiraia bambusicola. Its structure was elucidated on the basis of spectral data including 2D NMR experiments. Hypocrellin D (1) significantly inhibited the growth of tumor cell lines Bel-7721, A-549 and Anip-973 with IC50 values of 1.8, 8.8, 38.4 μg/ml, respectively.

Sesquiterpenes and aliphatic diketones from cultures of the basidiomycete Conocybe siliginea

Five new tremulane-type sesquiterpenes, 11,12-dihydroxy-1-tremulen-5-one (1), 11,12-epoxy-12beta-hydroxy-1-tremulen-5-one (2), 5alpha,12-dihydroxy-1-tremulen-11-yl 2(S)-pyroglutamate (3), 2alpha,11-dihydroxy-1(10)-tremulen-5,12-olide (4), and 10beta,11-dihydroxy-5,6- seco-1,6(13)-tremuladien-5,12-olide (5), as well as three new aliphatic diketones, 2,3-dihydroxydodecane-4,7-dione (9 and 10) and 1-hydroxydecane-2,5-dione (11), together with three known sesquiterpene analogues, tremulenediol A (6), conocenol B (7), and conocenolide A (8), were isolated from cultures of the basidiomycete Conocybe siliginea.

Highly Oxygenated Meroterpenoids from Fruiting Bodies of the Mushroom Tricholoma terreum

Four new meroterpenoids, terreumols A-D (1-4), with a rare 10-membered ring system, were isolated from the fruiting bodies of Tricholoma terreum. Their structures with absolute stereochemistry were determined by comprehensive spectroscopic methods, as well as single-crystal X-ray diffractions. Compounds 1, 3, and 4 were evaluated for their cytotoxicities against five human cancer cell lines; all of them exhibited inhibitory effects, with IC50 values comparable to those of cisplatin.

Speciosins A−K, Oxygenated Cyclohexanoids from the Basidiomycete Hexagonia speciosa

Eleven new oxygenated cyclohexanoids, speciosins A-K (1-11), and aporpinone A (12) were isolated from broth cultures of the basidiomycete Hexagonia speciosa. Their structures were elucidated on the basis of extensive spectroscopic analysis, while the structure of 8 was additionally confirmed by analysis of single-crystal X-ray diffraction data.

Six new induced sesquiterpenes from the cultures of ascomycete Daldinia concentrica

Six new sesquiterpenes having the botryane carbon skeleton (1∼6), together with known compounds (7∼10) were induced and isolated from the ascomycete Daldinia concentrica (strain S 0318). Structures elucidation was accomplished by NMR spectroscopic and X-ray crystallographic studies.

A New Meroterpenoid Pigment from the Basidiomycete Albatrellus confluens

A new farnesyl phenol named (+)‐(R)‐grifolinone C (1) has been isolated from the fruiting bodies of the basidiomycete Albatrellus confluens. (+)‐(R)‐Grifolinone C (1), a dimeric meroterpenoid, is accompanied by albatrellin (2), grifolinone B (3), grifolin (4), and grifolinone A (5). Albatrellin (2) exhibited cytotoxic activity against HepG2 human lung carcinoma cells with IC50 value of 1.55 μg ml−1. The structures were established on the basis of spectral evidence (IR, 1D‐ and 2D‐NMR, and MS analyses).