28980-51-0Relevant academic research and scientific papers
Lambertellin system, the mechanism for fungal replacement of Monilinia fructigena with Lambertella corni-maris without competitive inhibition on agar media
Hirose, Akane,Kudo, Shinji,Murakami, Takanori,Tanaka, Kazuaki,Harada, Yukio,Hashimoto, Masaru
, p. 2489 - 2495 (2014)
The 'Lambertellin system' was disclosed which rationally explains the fungal replacement (mycoparasitism) of Monilinia fructigena (M. f., the host) with Lambertella corni-maris (L. corni-maris, the parasite) without competitive inhibition in the simultaneous incubations on agar media. The 'Lambertellin system' involves; (a) L. corni-maris secretes nontoxic lambertellols (1, 2) as the diffusible precursors of the authentic responsible substance 3 regardless of existence of the host M. f.; (b) In the absence of the host, the environment around the parasite is kept under neutral condition, and both 1 and 2 are readily transformed into 3; (c) Lambertellin (3) inhibits not only the host but also the parasite. The parasite degrades 3 for detoxification; and (d) Upon the host M. f. approaching closely to the area where the parasite inhabits, the environment around the parasite becomes acidic to stabilize 1 and 2, which gives them a chance to diffuse into the host area. Then these are gradually transformed into 3 to inhibit the host without damaging the parasite. This mechanism also accords with the progress of 'Natsu-Nenju' disease on apple fruits, which is known to be a mysterious phyto-disease because of two unique stages of its lifecycle, anamorphic (asexual) and teleomorphic (sexual). The 'Lambertellin system' would be categorized as a novel class of alleropathies.
Lambertellols A and B, Novel 3,4-Dihydronaphthalen-1(2H)-ones with Spiro-butenolide Produced by Lambertella sp.1346
Murakami, Takanori,Morikawa, Yoshifumi,Hashimoto, Masaru,Okuno, Toshikatsu,Harada, Yukio
, p. 157 - 160 (2004)
(Matrix presented) Lambertella sp. 1346 was found to produce lambertellols A (1) and B (2) carrying a novel dihydronaphthalen-1(2H)-ones with spiro-1-furan-2(5′H)-one. The spiro-lactone ring moiety of both 1 and 2 were easily migrated to afford lambertell
Stimulation of the biosynthesis of the antibiotics lambertellols by the mycoparasitic fungus Lambertella corni-maris under the acidic conditions produced by its host fungus in vitro
Murakami, Takanori,Takada, Noboru,Harada, Yukio,Okuno, Toshikatsu,Hashimoto, Masaru
, p. 1230 - 1235 (2007)
The filamentous fungus, Lambertella corni-maris (L. corni-maris), a mycoparasite on Monilinia fructigena, produces the antibiotics, lambertellols A (1), B (2), and lambertellin (3), in a substantial amounts under acidic conditions, whereas these antibiotics were hardly detected when the fungus was cultured on a potatosucrose (PS) medium without added acids. Our investigations also revealed that the host, M. fructigena, changed its surroundings into acidic conditions, suggesting that the acidic conditions acted as kairomones that stimulated the production of 1-3.
Synthesis and rearrangement of quinone-embedded epoxycyclopentenones: A new avenue to pyranonaphthoquinones and indenopyranones
De Saroj,Ghorai, Sujit K.,Mal, Dipakranjan
experimental part, p. 1598 - 1604 (2009/07/17)
The epoxyquinones (e.g., 24), readily assembled in one step from the quinols (e.g., 27) by a simplified version of the Dowd oxidation, are shown to undergo rearrangement to pyranonaphthoquinones (e.g., 28) and their ring contracted homologues (e.g., 29) on flash vacuum pyrolysis at 450 °C and 0.01 Torr. The rearrangement has been demonstrated to be useful for a regiospecific synthesis of lambertellin (3). Similarly, the masked aziridinocyclopentanone 9 rearranges to 2-pyridone (37).
