A tetranortriterpenoid from the bark of Entandrophragma utile

Daniewski, W. M.; Gumulka, M.; Danikiewicz, Witold; Gluziński, P.; Krajewski, J. W.; Sitkowski, Jerzy; Bloszyk, E.; Drożdż, Bohdan; Jacobsson, Ulla; Szafranski, F.

doi:10.1016/s0031-9422(00)90479-5

Cited by 16 publications

(11 citation statements)

References 7 publications

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“…In addition, the dialdehydes possess potent antibiotic and cytotoxic properties 58. Moreover, isovelleral ( 32 ) is a potent selective insecticide against Tribolium confusum 59. These effects are apparently based on the general ability of α,β‐unsaturated aldehydes, such as velleral ( 31 ) and isovelleral ( 32 ), to react with nucleophiles, for instance with the basic ε‐amino group of lysine residues in proteins, thus inactivating enzymes 60…”

Section: Wound‐activated Chemical Defencementioning

confidence: 99%

Chemical Defence Strategies of Higher Fungi

Spiteller

2008

Chemistry A European J

116

107

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Like plants, fungi have evolved a variety of defence strategies in order to protect themselves against feeding mammals, insects and infection with parasitic fungi. In contrast to plants little is known on the chemical ecology of fruiting bodies of higher fungi, particularly those defence mechanisms which are induced upon wounding have only occasionally been recognised. Methods both for the detection of permanently present defence compounds and for the elucidation of wound-activated chemical defence mechanisms are discussed in this concept paper.

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Section: Wound‐activated Chemical Defencementioning

confidence: 99%

Chemical Defence Strategies of Higher Fungi

Spiteller

2008

Chemistry A European J

116

107

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“…Compounds (474-490) possess the same skeleton but differ among themselves in substituents at C1, C3 and C12. The cinnamoyl group in nimbolinin C is displaced by methacryl moiety in the compound (476). Compound ( 477) is decinnamoyl derivative of compound (476).…”

Section: Nimbolininmentioning

confidence: 99%

Chemistry and Biology of Novel Meliaceae Limonoids

Mulani

Nandikol

Thulasiram

2022

Preprint

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Nature has bestowed us with abundant bioactive/drug molecules for various uses in our everyday life. One such group of plant specialized molecules is limonoids, which are structurally characterized as 4,4,8-trimethyl-17-furanyl steroidal skeleton. Limonoids are well known for their various biological activities such as potent anti-feedent, anti-cancer, anti-inflammatory, insecticidal, anti-diabetic, anti-viral, anti-microbial etc. These tetranortriterpenes are highly oxygenated and structurally diversified molecules majorly found in Meliaceae and Rutaceae and less frequently in the Cneoraceae families in the plant kingdom. Many of these plants have been used in traditional medicine from ages. One of the well-known limonoid, azadirachtin A is highly valued and widely popular for its outstanding insecticidal properties. Till date, nearly 2500 limonoids with over 35 unique carbon frameworks have been observed. In recent times, these molecules have dig a great interest among researchers due to their myriad biological properties. With the advancement of analytical techniques, the limonoid research is aced to explore more different molecules from their sources. In our review we cover all the Meliaceous limonoids isolated during July 2010 to Dec 2020. We found over 1502 new limonoids, which are reported from various Meliaceae plants after Jun 2010. We have classified them based on their skeletal structure rearrangements and functional groups into various classes such as protolimonoids, Apoprotolionoid, Azadirone, Vilasinin, Cedrelone, Havanensin, Trichilin, Nimbin, Salannin, Azadirachtin, Nimbolidin, Nimbolinin, Obacunol, Evodulone, Trijugin, Cipadesin, Andirobin, Mexicanolide, Phragmalin, Khayanolide, Preieurianin, Aphanamixoid, Nor Limonoid and N-containing derivatives. Further we have discussed their biological activities in detail.

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“…Acyclic triterpenes also described as the squalene group triterpenes are particularly characteristical of the species E. cylindricum from their bark from which they have been reported so far and characterized as sapelenins AÀJ (116)(117)(118)(119)(120)(121)(122)(123)(124)(125) and ekeberin D2 (126) ( Figure 13). [4,[48][49][50] In general, their structures were elucidated using spectroscopic and spectrometric analyses as well as comparison of their data with those reported in literature.…”

Section: Acyclic Triterpenoidsmentioning

confidence: 99%

“…Entangolensin K R = G E. angolense [18] 41 Secomahoganin E. angolense [30] 42 [36] 43 [36] 45 [33] 46 [120] 47 Angolensin B R 1 = OTig, R 2 = OAc E. angolense [36] 48…”

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confidence: 99%