| 1. |
- Antelo, Luis, et al.
(author)
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Siderophores produced by Magnaporthe grisea in the presence and absence of iron
- 2006
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In: Zeitschrift fuer Naturforschung. Section C: A Journal of Biosciences. - 0939-5075. ; 61:5-6, s. 461-464
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Journal article (peer-reviewed)abstract
- An analysis of siderophores produced by Magnaporthe grisea revealed the presence of one intracellular storage siderophore, ferricrocin, and four coprogen derivatives secreted into the medium under iron depletion. Structural analysis showed that the compounds are coprogen, coprogen B, 2-N-methylcoprogen and 2-N-methylcoprogen B. Siderophore production under low and high iron conditions was quantified.
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| 2. |
- Appendino, Giovanni, et al.
(author)
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A meroterpenoid NF-kappa B inhibitor and drimane sesquiterpenoids from asafetida
- 2006
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In: Journal of Natural Products. - : American Chemical Society (ACS). - 0163-3864 .- 1520-6025. ; 69:7, s. 1101-1104
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Journal article (peer-reviewed)abstract
- Investigation of an acetone extract from asafetida afforded two drimane sesquiterpene dienones (fetidones A and B, 1a,b) and several known sesquiterpene coumarin ethers, one of which (8-acetoxy-5-hydroxyumbelliprenin, 2a) showed potent and specific NF-kappa B-inhibiting properties. This, coupled to a negligible cytotoxicity, qualifies 2a as a new anti-inflammatory chemotype, and its occurrence in asafetida might rationalize the use of this gum resin to alleviate and prevent colon inflammatory disturbances.
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| 3. |
- Appendino, Giovanni, et al.
(author)
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A Polar Cannabinoid from Cannabis sativa var. Carma
- 2008
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In: Natural Product Communications. - 1934-578X. ; 3:12, s. 1977-1980
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Journal article (peer-reviewed)abstract
- The aerial parts of Cannabis saliva var. Carma afforded a novel polar cannabinoid whose structure was established as rac-6',7'-dihydro,6',7'-dihydroxycannabigerol (carmagerol, 1) on the basis of spectroscopic data and semisynthesis from cannabigerol (2a). The dihydroxylation of the omega-double bond was detrimental to the anti-bacterial activity.
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| 4. |
- Appendino, G, et al.
(author)
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Antibacterial galloylated alkylphloroglucinol glucosides from myrtle (Myrtus communis)
- 2006
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In: Journal of Natural Products. - : American Chemical Society (ACS). - 0163-3864 .- 1520-6025. ; 69:2, s. 251-254
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Journal article (peer-reviewed)abstract
- An investigation of the polar glycosidic fraction from the leaves of myrtle afforded four galloylated nonprenylated phloroglucinol glucosides (3a-d) related to the endoperoxide hormone G3 (4) in terms of structure and biogenesis. Despite their close similarity, significant antibacterial activity was shown only by one of these compounds (3b, gallomyrtucommulone B), while the G3 hormone (4) was inactive.
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| 5. |
- Appendino, Giovanni, et al.
(author)
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Arzanol, an anti-inflammatory and anti-HIV-1 phloroglucinol alpha-pyrone from Helichrysum italicum ssp microphyllum
- 2007
-
In: Journal of Natural Products. - : American Chemical Society (ACS). - 0163-3864 .- 1520-6025. ; 70:4, s. 608-612
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Journal article (peer-reviewed)abstract
- An acetone extract of Helichrysum italicum ssp. microphyllum afforded the phloroglucinol alpha-pyrone arzanol (1a) as a potent NF-kappa B inhibitor. Arzanol is identical with homoarenol (2a), whose structure should be revised. The phloroglucinol-type structure of arzanol and the 1,2,4-trihydroxyphenyl-type structure of the base-induced fragmentation product of homoarenol could be reconciled in light of a retro-Fries-type fragmentation that triggers a change of the hydroxylation pattern of the aromatic moiety. On the basis of these findings, the structure of arenol, the major constituent of the clinically useful antibiotic arenarin, should be revised from 2b to 1b, solving a long-standing puzzle over its biogenetic derivation. An alpha-pyrone (micropyrone, 7), the monoterpene rac-E-omega-oleoyloxylinalol (10), four known tremetones (9a-d), and the dimeric pyrone helipyrone (8) were also obtained. Arzanol inhibited HIV-1 replication in T cells and the release of pro-inflammatory cytokines in LPS-stimulated primary monocytes, qualifying as a novel plant-derived anti-inflammatory and antiviral chemotype worth further investigation.
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| 6. |
- Appendino, G, et al.
(author)
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SERCA-inhibiting activity of C-19 terpenolides from Thapsia garganica and their possible biogenesis
- 2005
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In: Journal of Natural Products. - : American Chemical Society (ACS). - 0163-3864 .- 1520-6025. ; 68:8, s. 1213-1217
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Journal article (peer-reviewed)abstract
- An investigation of Thapsia garganica afforded a series of tetracyclic C-19 dilactones, whose production was dependent on the time and location of the collection. These unusual tetrahomosesquiterpenoids are presumably biosynthesized via a carbon dioxide-triggered electrophilic polyolefin cyclization. Despite the structural differences with thapsigargin, these compounds showed SERCA-inhibiting properties.
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| 7. |
- Aqueveque, Pedro, et al.
(author)
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Antimicrobial activity of metabolites from mycelial cultures of Chilean Basidiomycetes
- 2006
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In: Journal of the Chilean Chemical Society. - 0717-9707. ; 51:4, s. 1059-1060
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Journal article (peer-reviewed)abstract
- We reported seven compounds isolated from mycelial cultures of Chilean Basidiomycetes. The compound structures were elucidated by spectroscopic methods. Two polyacetylenes were isolated from Gymnopilus spectabilis: hepta-4,6-diyn-3-ol (1) and 7-chloro-hepta-4,6-diyn-3 ol (2). We isolated the aromatic compounds p-anisaldehyde (3) and 3-chloro-p-anisaldehyde (4) from Hypholoma capnoides. H. fasciculare produced the compounds (3), (4), 3,5-dichloro-4-metoxi-benzyl alcohol (5) and the sesquiterpen naematolon (6). Finally, H. sublateritium produced (5) and another sesquiterpen, marasmal (7). The compounds (1), (2), (5), and (7) showed biological activity against the tested model microorganism.
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| 8. |
- Aqueveque, P, et al.
(author)
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Favolon B, a new triterpenoid isolated from the Chilean Mycena sp strain 96180
- 2005
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In: Journal of Antibiotics. - 0021-8820. ; 58:1, s. 61-64
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Journal article (peer-reviewed)abstract
- A new biologically active triterpenoid, favolon B (1), was isolated from fermentation broths of Mycena sp. strain 96180. Favolon B showed antifungal activities towards Botrytis cinerea, Mucor miehei, Paecilomyces variotii and Penicillium notatum. No activities were observed against bacteria and yeasts. The structure of favolon B was elucidated by spectroscopic techniques.
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| 9. |
- Aujard, Isabelle, et al.
(author)
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Tridemethylisovelleral, a potent cytotoxic agent
- 2005
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In: Bioorganic & Medicinal Chemistry. - : Elsevier BV. - 0968-0896. ; 13:22, s. 6145-6150
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Journal article (peer-reviewed)abstract
- The synthesis and in vitro cytotoxicity toward various tumor cell lines of (+/-)-tridemethylisovelleral, an analogue of the bioactive fungal sesquiterpene (+)-isovelleral retaining the bicyclo[4,1,0]hept-2-en-1,2-dicarbaidehyde system but lacking the three methyl groups, is reported. The cytotoxicity of tridemethylisovelleral toward several tumor cell lines was found to be comparable with those of established antitumor drugs, and significantly higher than that of isovelleral. (c) 2005 Elsevier Ltd. All rights reserved.
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| 10. |
- Bautista, D M, et al.
(author)
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Pungent products from garlic activate the sensory ion channel TRPA1
- 2005
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In: Proceedings of the National Academy of Sciences. - : Proceedings of the National Academy of Sciences. - 1091-6490 .- 0027-8424. ; 102:34, s. 12248-12252
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Journal article (peer-reviewed)abstract
- Garlic belongs to the Allium family of plants that produce organosulfur compounds, such as allicin and diallyl disulfide (DADS), which account for their pungency and spicy aroma. Many health benefits have been ascribed to Allium extracts, including hypotensive and vasorelaxant activities. However, the molecular mechanisms underlying these effects remain unknown. Intriguingly, allicin and DADS share structural similarities with allyl isothiocyanate, the pungent ingredient in wasabi and other mustard plants that induces pain and inflammation by activating TRPA1, an excitatory ion channel on primary sensory neurons of the pain pathway. Here we show that allicin and DADS excite an allyl isothiocyanate-sensitive subpopulation of sensory neurons and induce vasodilation by activating capsaicin-sensitive perivascular sensory nerve endings. Moreover, allicin and DADS activate the cloned TRPA1 channel when expressed in heterologous systems. These and other results suggest that garlic excites sensory neurons primarily through activation of TRPA1. Thus different plant genera, including Allium and Brassica, have developed evolutionary convergent strategies that target TRPA1 channels on sensory nerve endings to achieve chemical deterrence.
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