Cathodic reductive coupling of methyl cinnamate on boron-doped diamond electrodes and synthesis of new neolignan-type products

• Taiki Kojima,
• Rika Obata,
• Tsuyoshi Saito,
• Yasuaki Einaga and
• Shigeru Nishiyama

Beilstein J. Org. Chem. 2015, 11, 200–203, doi:10.3762/bjoc.11.21

• -type products were synthesized from the hydrodimer. Keywords: boron-doped diamond (BDD) electrode; cathodic reduction; electrochemistry; electrosynthesis; neolignan; Introduction Numerous lignans and neolignans were found as secondary plant metabolites, and many of them are known to exhibit

• interesting biological activities [1]. Due to their plausible roles as defense substances of plants, lignans, neolignans, and their congeners are promising candidates for agricultural chemicals, and some of their antioxidant and/or anti-inflammatory properties may be utilized for biological research and as

• lead structures for chemotherapeutic agents. Despite consisting of two phenylpropane (C6–C3) fragments, the variety of carbon frameworks provides a huge library of lignans and neolignans [2][3][4]. As a result of their structural diversity, they have been targets of synthetic and biological

Trogopterins A–C: Three new neolignans from feces of Trogopterus xanthipes

• Soyoon Baek,
• Xuikui Xia,
• Byung Sun Min,
• Chanil Park and
• Sang Hee Shim

Beilstein J. Org. Chem. 2014, 10, 2955–2962, doi:10.3762/bjoc.10.313

• neolignans 1–3, a norlignan 4, and three diterpenoids 5–7, were isolated from the feces of Trogopterus xanthipes. Structures of these compounds were identified by 1D and 2D NMR as well as MS. The absolute configurations of compounds 1, 2, and 4 were determined by comparing CD spectra and optical rotations

• with IC50 values of 34.77–45.68 μM. Keywords: cytotoxic activity; neolignans; Trogopterus xanthipes; Introduction Chemical studies of natural products including ones derived from plants and microorganisms have led to the isolation of numerous novel metabolites with biological activities [1][2]. As a

• fecal extracts led to the isolation of seven compounds including three new neolignans named trogopterins A–C (1–3). Here we describe the isolation, structure, and cytotoxic activities of compounds 1–3. Results and Discussion Seven compounds, including three neolignans (1–3), a phenolic compound 4, and

Reaction of benzoxasilocines with aromatic aldehydes: Synthesis of homopterocarpans

• Míriam Álvarez-Corral,
• Cristóbal López-Sánchez,
• Leticia Jiménez-González,
• Antonio Rosales,
• Manuel Muñoz-Dorado and
• Ignacio Rodríguez-García

Beilstein J. Org. Chem. 2007, 3, No. 5, doi:10.1186/1860-5397-3-5

• methodology and through convergent synthetic routes, we have prepared pterocarpans [6] and neolignans. [7] These good results have encouraged us to undertake the extension of the method to the use of benzo [g][1,2]oxasilocines for the preparation of chromans. This heterocyclic system constitutes the core