Combining the best of both worlds: radical-based divergent total synthesis

• Kyriaki Gennaiou,
• Antonios Kelesidis,
• Maria Kourgiantaki and
• Alexandros L. Zografos

Beilstein J. Org. Chem. 2023, 19, 1–26, doi:10.3762/bjoc.19.1

• the total synthesis of (−)-psychotriasine (202), (−)-calycanthidine (203), and (−)-chimonanthine (204). Synthesis of structurally diverse lignans (Zhu, 2022) [103]: Lignans are structurally diverse natural compounds generated biosynthetically by the oxidative dimerization of phenylpropanoids [104

A Streptomyces P450 enzyme dimerizes isoflavones from plants

• Run-Zhou Liu,
• Shanchong Chen and
• Lihan Zhang

Beilstein J. Org. Chem. 2022, 18, 1107–1115, doi:10.3762/bjoc.18.113

• , Supporting Information File 1). Other plant polyketides, such as anthraquinones 19 and 20 and phenylpropanoids 21–24, failed to be dimerized. The reaction mechanism of P450-mediated phenol dimerization is believed to involve oxidative radical–radical coupling, though other mechanisms, such as radical

Glycosylated coumarins, flavonoids, lignans and phenylpropanoids from Wikstroemia nutans and their biological activities

• Meifang Wu,
• Xiangdong Su,
• Yichuang Wu,
• Yuanjing Luo,
• Ying Guo and
• Yongbo Xue

Beilstein J. Org. Chem. 2022, 18, 200–207, doi:10.3762/bjoc.18.23

Highly stereocontrolled total synthesis of racemic codonopsinol B through isoxazolidine-4,5-diol vinylation

• Lukáš Ďurina,
• Anna Ďurinová,
• František Trejtnar,
• Ľuboš Janotka,
• Lucia Messingerová,
• Jana Doháňošová,
• Ján Moncol and
• Róbert Fischer

Beilstein J. Org. Chem. 2021, 17, 2781–2786, doi:10.3762/bjoc.17.188

• . tangshen). This crude drug is called Dangshen in Chinese and Tojin in Japanese and has been used as traditional Chinese medicine with numerous beneficial pharmacological activities to treat multiple diseases [8][9], including cancer [10][11][12][13]. It is assumed that polyacetylenes, phenylpropanoids

Unconventional application of the Mitsunobu reaction: Selective flavonolignan dehydration yielding hydnocarpins

• Guozheng Huang,
• Simon Schramm,
• Jörg Heilmann,
• David Biedermann,
• Vladimír Křen and
• Michael Decker

Beilstein J. Org. Chem. 2016, 12, 662–669, doi:10.3762/bjoc.12.66

• combine the structural moieties of flavonoids and phenylpropanoids (lignans). Among the group of flavonolignans, the medicinally most important ones can be found in Silybum marianum (L.) Gaertn., the milk thistle. The phenolic secondary metabolites of this plant have been intensively studied due to their

Selective methylation of kaempferol via benzylation and deacetylation of kaempferol acetates

• Qinggang Mei,
• Chun Wang,
• Weicheng Yuan and
• Guolin Zhang

Beilstein J. Org. Chem. 2015, 11, 288–293, doi:10.3762/bjoc.11.33

• controllable hydrolysis of multiple O-acetylated kaempferols. Eight mono-, di- and tri-O-methylated kaempferols were thus prepared with excellent yields. The reported protocol could be extended for the selective derivatization of polyhydroxylated natural products like polyketides or phenylpropanoids

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

• findings (Table 1 and Table 2), compound 1 was hypothesized to have a lignan skeleton formed through oxidative coupling of two phenylpropanoids units. This compound was also presumed to have three rings in its structure based on the unsaturation degree since it contained two aromatic moieties and an ester

Effect of cyclodextrin complexation on phenylpropanoids’ solubility and antioxidant activity

• Miriana Kfoury,
• David Landy,
• Lizette Auezova,
• Hélène Greige-Gerges and
• Sophie Fourmentin

Beilstein J. Org. Chem. 2014, 10, 2322–2331, doi:10.3762/bjoc.10.241

• , France ULCO, UCEIV, F-59140 Dunkerque, France 10.3762/bjoc.10.241 Abstract The complexation abilities of five cyclodextrins (CDs) with seven phenylpropanoids (PPs) were evaluated by UV–visible spectroscopy, phase solubility studies and molecular modeling. Formation constants (Kf), complexation

• efficiency; cyclodextrins; formation constant; phenylpropanoids; solubility; Introduction Phenylpropanoids (PPs), produced through the shikimic acid pathway, are one of the major groups of natural compounds. They could be found in a wide variety of plants (clove, anise, basil, tarragon, fennel, parsley

• using the following equation: where As and A0 are the absorbance of sample and blank sample, respectively. Chemical structure of studied phenylpropanoids (PPs). Phase solubility profiles of (a) CD/trans-anethole and (b) CD/p-coumaric acid inclusion complexes. Solubility enhancement (log (St/S0)) as a