Passifloricins, polyketides α-pyrones from Passiflora foetida resin

Echeverri, Fernándo; Arango, Víctor; Quiñones, Winston; Torres, Fernando; Escobar, Gustavo; Rosero, Yoni; Archbold, Rosendo

doi:10.1016/s0031-9422(00)00478-7

Cited by 84 publications

(65 citation statements)

References 8 publications

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“…The geographical variation distribution of this plant species has evolved plant to inherit several photochemical such as alkaloids, phenols, glycoside flavonoids and cyanogenic compounds, Five cyanohydrin glycosides with a cyclopentene ring, tetraphyllin A, tetraphyllin B, tetraphyllin B sulphate, deidacin and volkenin were reported in P. foetida (Patil et al 2013). Three polyketides a-pyrones, named passifloricins is unique to this species only (Mohanasundari et al 2007;Echeverri et al 2001). Traditionally, the plant has been used for its properties like antiproliferative, sedative, anti antibacterial, leishmanicidal, antispasmodic, emetic, dressing for wounds and antiulcer (Suganya et al 2016).…”

Section: Introductionmentioning

confidence: 99%

Silver nano fabrication using leaf disc of Passiflora foetida Linn

Lade

Patil

2017

Appl Nanosci

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The main purpose of the experiment is to develop a greener low cost SNP fabrication steps using factories of secondary metabolites from Passiflora leaf extract. Here, the leaf extraction process is omitted, and instead a leaf disc was used for stable SNP fabricated by optimizing parameters such as a circular leaf disc of 2 cm (1, 2, 3, 4, 5) instead of leaf extract and grade of pH (7, 8, 9, 11). The SNP synthesis reaction is tried under room temperature, sun, UV and dark condition. The leaf disc preparation steps are also discussed in details. The SNP obtained using (1 mM: 100 ml AgNO 3 ? singular leaf disc: pH 9, 11) is applied against featured room temperature and sun condition. The UV spectroscopic analysis confirms that sun rays synthesized SNP yields stable nano particles. The FTIR analysis confirms a large number of functional groups such as alkanes, alkyne, amines, aliphatic amine, carboxylic acid; nitro-compound, alcohol, saturated aldehyde and phenols involved in reduction of silver salt to zero valent ions. The leaf disc mediated synthesis of silver nanoparticles, minimizes leaf extract preparation step and eligible for stable SNP synthesis. The methods sun and room temperature based nano particles synthesized within 10 min would be use certainly for antimicrobial activity.

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Section: Introductionmentioning

confidence: 99%

Silver nano fabrication using leaf disc of Passiflora foetida Linn

Lade

Patil

2017

Appl Nanosci

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“…[12][13][14] Compound 1 exhibited a first negative cotton effect at 280 nm and second positive cotton effect at 251 nm in the CD spectrum. On the other hand, 2 exhibited a first positive cotton effect at around 278 nm and second negative cotton effect at around 255 nm in the CD spectrum.…”

Section: Structures Of Dinapinones A1 (1) and A2 (2)mentioning

confidence: 98%

“…Stereochemistry of dinapinones A1 (1) Furthrermore, the relative stereochemistry of the 13,15-dihydroxy groups was confirmed by NMR analysis of the acetonide derivative of 1 as also applied to the stereochemistry elucidation in polyene macrolide and polyketide compounds, 11,12 in which NOE was investigated between the acetonide methyl protons and the protons geminal to the oxygen atoms. As illustrated in Figure 5, C-21 and C-22 of the acetonide derivative prepared from 1 were assigned to d 29.7 (1H; d 1.39) and d 19.8 p.p.m.…”

Section: Structures Of Dinapinones A1 (1) and A2 (2)mentioning

confidence: 99%

Structures and absolute stereochemistry of dinapinones A1 and A2, inhibitors of triacylglycerol synthesis, produced by penicillium pinophilum FKI-3864

et al. 2012

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During our screening program for microbial inhibitors of triacylglycerol synthesis in mammalian cells, four structurally related new compounds, dinapinones A1 (1) and A2 (2) and monapinones A (3) and B (4), were isolated from the culture broth of Penicillium pinophilum FKI-3864. Compounds 3 and 4 were produced by the fungus only when fermented in seawatersupplemented medium. The structures of 1 to 4 were elucidated by spectroscopic studies including various NMR experiments. Compounds 1 and 2 were atropisomers consisting of two monomers with the same planar structure of dihydronaphthopyranone as 3. The absolute stereochemistry of 3 was elucidated by NOE experiment and circular dichroism spectra. Furthermore, the stereochemistry of 1 and 2 was elucidated by in vitro conversion from the structure-defined 3 to its dimers 1 and 2. Keywords: atropisomer; dinapinone; monapinone; Penicillium pinophilum; seawater-supplemented medium; triacylglycerol biosynthesis INTRODUCTION Triacylglycerol (TG) synthesis is important in many metabolic processes in mammals, including lactation, energy storage in fat and muscle, fat absorption in the intestine and the assembly of lipoprotein particles in the liver and small intestine; however, excess accumulation of TG in certain organs and tissues causes fatty liver, obesity and hypertriglyceridemia. [2][3][4] Recently, much attention has been paid to lifestyle-related metabolic syndrome as a high-risk condition leading to severe diseases such as atherosclerosis, hypertension and diabetes. For example, accumulation of TG in the liver has been thought to trigger the inflammation, apoptosis, and fibrosis that characterize the progression of hepatic steatosis to nonalcoholic steatohepatitis and cirrhosis. 5 Against this background, we established a cell-based assay system using Raji cells 6 and Chinese hamster ovary-K1 (CHO-K1) cells 7 to screen microbial metabolites for inhibitors of TG synthesis. Through our continuous screening efforts, we recently discovered a series of new dihydronaphthopyranone-containing compounds named dinapinones A1 (1) and A2 (2) (Figure 1) and monapinones A (3) and B (4) in the culture of Penicillium pinophilum FKI-3864. Study of the culture conditions indicated that monapinones were produced by the fungus, when the strain was fermented in the original dinapinone production medium supplemented with seawater. 7,8 In this study, we demonstrated that 1

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“…The major phytoconstituents of this plant contain alkaloids, phenols, glycoside flavonoids and cyanogenic compounds [21] and passifloricins, polyketides and alpha-pyrones in P. Foeida [22]. Other chemical constituents in P. foetida include hydrocyanic acid, groups of flavonoids and Harman alkaloids (Figure 2).…”

Section: Chemistry Of P Foetidamentioning

confidence: 99%

Passiflora foetida L: An Exotic Ethnomedicinal Plant of Odisha, India

Patra¹

2016

J.Pharm Pharm Scien

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Passiflora foetida (Passifloraceae), known as Stinking Passion Flower, is an herbaceous climber that is found throughout the Odisha state of India. It has been widely used in traditional medicine of the state for the treatment of different types of diseases and disorders. It has rich pharmacological values particularly in mental disorder and possesses numerous bioactive compounds such as vitexin, luteolin, apigenin, etc., which may be responsible for its bacteriocidal, antidysentric, antilithicand other effects. Keeping its richness in the state of Odisha and reported pharmacological values, an attempt has been made to document some common uses of this vine among the rural and tribal communities of the state through the field survey for collection of ethnobotanical values. In addition, extensive literature survey was carried out to highlights the sound pharmacological values of P. foetida L.

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Passifloricins, polyketides α-pyrones from Passiflora foetida resin

Cited by 84 publications

References 8 publications

Silver nano fabrication using leaf disc of Passiflora foetida Linn

Silver nano fabrication using leaf disc of Passiflora foetida Linn

Structures and absolute stereochemistry of dinapinones A1 and A2, inhibitors of triacylglycerol synthesis, produced by penicillium pinophilum FKI-3864

Passiflora foetida L: An Exotic Ethnomedicinal Plant of Odisha, India

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