Download Progress in the Chemistry of Organic Natural Products 104 by A. Douglas Kinghorn, Heinz Falk, Simon Gibbons, Jun'ichi PDF

By A. Douglas Kinghorn, Heinz Falk, Simon Gibbons, Jun'ichi Kobayashi

The first contribution describes apolar and polar molecular fossils and, particularly biomarkers, alongside the strains often in natural chemistry textbooks, and issues to their bioprecursors while to be had. therefore, the apolar compounds are divided in linear and branched alkanes through alicyclic compounds and fragrant and heterocyclic molecules, and, particularly, the geoporphyrins. The polar molecular fossils include as sensible teams or constituent devices ethers, alcohols, phenols, carbonyl teams, flavonoids, quinones, and acids, or are polymers like kerogen, amber, melanin, proteins, or nucleic acids. the ultimate sections talk about the technique used and the elemental procedures encountered via the biomolecules defined, together with diagenesis, catagenesis, and metagenesis.
The moment contribution covers the distribution of phthalides in nature and the findings within the structural variety, chemical reactivity, biotransformations, syntheses, and bioactivity of common and semisynthetic phthalides.

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Extra resources for Progress in the Chemistry of Organic Natural Products 104

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The ratio of hopane diastereomers with respect to positions 17 and 21 (for atomic numbering, see Fig. 25) is indicative of the thermal history of sediments, shales, coal, lignites, and oils [86]. Thus, young immature sediments contain mainly 17βH,21βH-hopane (142) and older ones are rich in 17βH,21αH-hopane, also named moretane (147). A preponderance of 17αH,21βH-hopane (148) points to older and deeply buried thermally conditioned sediments. A universal force field estimate using the “Avogadro” program [87] clearly indicates that this behavior is caused by the relative thermodynamic stabilities of the diastereomers, with 148 and 142 the most and least stable, and 147 in between (Fig.

Fernenols like 173 or fernenes occur in ferns, as suggested by their names, but there seem to be other organisms that can also produce these (Fig. 31) [100]. These natural products are diagenetically transformed to fernane (174). Thus, all told, 174 is an indicator of both floral input and the Carboniferous to Triassic periods when Gymnospermopsida dominated the flora. Possible natural product precursors of lupane (178) are common to various higher plant lupanes, like betulin (175), betulinic acid (176), and lupeol (177), which may also be called β-visciol (Fig.

The diastereomerization of the 2β-methyl to the 2α-methyl isomer during diagenesis clearly is due to the unfavorable high-energetic transanular 1,3-interaction of the two methyl groups at positions C-2 and C-10 of the 2β-methyl derivative 157. The 3β-methylhopanes 165–170 stemming diagenetically from 3β-methylhopanetetrol (164) (Fig. 30) are typical of various organisms, and, in particular, of methanotrophic bacteria and acidophilic Archaea [98]. The hopanes 165–170 and even higher homologs were found, for example, in the Pleistocene bacterial mats intercalated with sandstone in the unique deposit of the Be’eri sulfur mine, which is located on the southwestern Mediterranean coastal plain of Israel [99].

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