Expanstines A–D: four unusual isoprenoid epoxycyclohexenones generated byPenicillium expansumYJ-15 fermentation and photopromotion

Abstract

Expanstines A–D from P. expansum YJ-15 were derived under UV and visible light from 4′-oxomacrophoin A (5) and its acetate (6), which plausibly underwent a rare intramolecular photoene reaction and a [2 + 2] Paternò–Büchi photoaddition respectively.

Bipodonines A–J, a new class of natural sesquiterpenes with a 2-(tetrahydro-2H-pyran-2-yl)propan-2-ol system from the fungus Bipolaris cynodontis DJWT-01

“…Colorimetric assays were performed to evaluate the compound activity. 9 The following human tumor cell lines were used: the HL-60 human myeloid leukemia cell line, the SMMC-7721 human hepatocarcinoma cell line, the A549 lung cancer cell line, the MDA-MB-231 breast cancer cell line, and the SW-480 human pancreatic carcinoma. The cells were seeded in 96-well plates at a density of 1.0 × 10 4 cells per well in 100 μL of complete culture medium.…”

“…Bipolaris species are known to produce a wide array of bioactive metabolites including polyketide–terpenoids, 5 sesquiterpenes, 6 and sesterterpenes. 7 In our previous work, we characterized a series of bioactive compounds including sesterterpenoids with novel skeletons, 8 isoprenoid epoxycyclohexenone, 9 indole alkaloid, 10 and cytochalasin, 11 which were obtained from an endophytic fungus isolated from the Aconitum species. As part of our continuing efforts to explore the chemical diversity of Aconitum fungi, B. cynodontis DJWT-01 caught our attention and was subjected to a systematic chemical investigation, which led to the isolation and identification of ten novel sesquiterpenes featuring the 2-(tetrahydro-2 H -pyran-2-yl)propan-2-ol unit, bipodonines A–J ( 1–10 ), together with two known polyketide–terpenoid hybrids ( 11 and 12 ) (Fig.…”

Grandiflolines A–F, new anti-inflammatory diterpenoid alkaloids isolated from Delphinium grandiflorum

“…A previously reported method was adopted to evaluate the in vitro anti-inflammatory activities of the newly isolated alkaloids ( Wang et al, 2019 ). RAW264.7 cells were plated into 96-well microplates, stimulated with 1 μg/ml LPS, and treated with the alkaloid under test.…”

New diterpenoid alkaloids from Delphinium pachycentrum Hemsl

“…NO inhibition activity was carried out according to a previously reported method (Wang et al 2019). In the experiment, RAW 264.7 cells were seeded into 96-well microplates, stimulated with 1 μg/mL LPS, and treated with the compound under test, and the final concentration of the compounds was 50 µM.…”