Medium sized lactones with hypolipidaemic and antioxidant activity: synthesis and biological evaluation of promising dual-action anti-atherosclerosis drugs

Baldazzi, Claudia; Calderoni, Francesca; Marotta, Emanuela; Piani, S.; Righi, Paolo; Rosini, Goffredo; Saguatti, Stefano; Tiozzo, Roberta; Calandra, Sebastiano; Venturelli, Francesca

doi:10.1016/s0968-0896(98)00252-1

Cited by 6 publications

(4 citation statements)

References 25 publications

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“…It uses silver salts (AgClO 4 , AgBF 4 , AgOTf) and allows some reactions to be carried out at room temperature . Indeed tuckolide, various 12-membered lactones with antiartherosclerosis activity, octalactin, , and various eight-membered lactones, , muscone, brefeldin, phoracantholide, − lasiodiplodin, − nonactin, and antimycin A 3b , have been synthesized using Gerlach's conditions. One of the more recent examples is the total synthesis of macrosphelide A (Scheme ) where other classical methods (Yamaguchi, Keck, and Mitsunobu reactions) had failed due to β-elimination.…”

Section: Macrolactonizations Through "Acid" Activationmentioning

confidence: 99%

Macrolactonizations in the Total Synthesis of Natural Products

2006

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Section: Macrolactonizations Through "Acid" Activationmentioning

confidence: 99%

Macrolactonizations in the Total Synthesis of Natural Products

2006

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“…The main phenolic compound present in M. philippinensis bark extract showed a spectrum with maximum at 264 nm and shoulder at 312 nm. This compound could be a derivate of bergenin, which is the main component of the bark of M. japonicus (Baldazzi et al 1999). UV spectra of bergenin are characterized by a maximum at 275 nm (Budavari 1996).…”

Section: Arfan Et Almentioning

confidence: 99%

ANTIOXIDANT ACTIVITY OF EXTRACTS OF MALLOTUS PHILIPPINENSIS FRUIT AND BARK

Arfan

Amin

Karamać

et al. 2007

Journal of Food Lipids

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Several extracts from Mallotus philippinensis fruits and bark were prepared and evaluated for their total antioxidant activity (TAA), antiradical activity against DPPH· (2,2‐diphenyl‐1‐picrylhydrazyl radical) and reducing power. The total phenolics and tannin contents in extracts were determined. The extract of the bark showed the strongest antiradical activity and reduction power; its TAA was 5.27 mmol Trolox equivalents/g. The TAA of other extracts ranged from 0.05 to 1.79 mmol Trolox equivalents/g extract. The content of total phenolics in the bark extract was 541 mg/g. The content of tannins in MP‐4, expressed as absorbance units per mg at 500 nm, was found to be 0.412. Several phenolic constituents in the extracts were detected by reverse‐phase high‐performance liquid chromatography using a gradient solvent system with UV‐DAD detection. Acetone was a suitable solvent for extraction of natural antioxidants from M. philippinensis fruits. PRACTICAL APPLICATIONS An acetonic and methanolic extraction of Mallotus philippinensis fruit and bark affords extracts that have been characterized as possessing strong antioxidant activities; this may open new avenues for the utilization of these extract as nutraceuticals. The biological activity of compounds present in the extracts has been well documented in many studies published in scientific journals. We want to emphasize that a procyanidin‐rich extract from pine (Pinus maritime) bark was patented under the trade name of Pycnogenol (PYC) and is utilized throughout the world as a nutritional supplement and as a phytochemical remedy for various diseases ranging from chronic inflammation to circulatory dysfunction (Packer et al. 1999).

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“…It uses silver salts (AgClO 4 , AgBF 4 , AgOTf) and allows some reactions to be carried out at room temperature . Indeed tuckolide, various 12-membered lactones with antiartherosclerosis activity, octalactin, , and various eight-membered lactones, , muscone, brefeldin, phoracantholide, − lasiodiplodin, − nonactin, antimycin A 3b , and macrotetrolide α, have been synthesized using Gerlach’s conditions.…”

Section: Macrolactonizations Through “Acid” Activationmentioning

confidence: 99%