Diterpenoid alkaloids from Delphinium crispulum

Ulubelen, Ayhan; Meriçli, Ali H.; Meriçli, Filiz; Kolak, Ufuk; Ilarslan, R.; Voelter, Wolfgang

doi:10.1016/s0031-9422(98)00547-0

Cited by 17 publications

(13 citation statements)

References 16 publications

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“…In addition to its activity with benzoic acid, C. breweri BZL shows significant activity with other structurally related compounds, including anthranilic and p-hydroxybenzoic acids. There are several examples of natural products that are produced by anthranylation, including several anthranilated C 19 -norditerpenoids [22,23], and BZL might be the enzyme that provides substrate for this step as well. So far anthranilate:CoA ligase is known only from Pseudomonas spp.…”

Section: Discussionmentioning

confidence: 99%

Purification and characterization of benzoate:coenzyme A ligase from Clarkia breweri

Beuerle

Pichersky

2002

Archives of Biochemistry and Biophysics

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Benzoate:CoA ligase (BZL) was partially purified from flowers of the annual California plant Clarkia breweri. BZL catalyzes the formation of benzoyl-CoA and anthraniloyl-CoA, important intermediates for subsequent acyltransferase reactions in plant secondary metabolism. The native enzyme is active as a monomer with a molecular mass of %59-64.5 kDa, and it has K m values of 45, 95, and 130 lM for benzoic acid, ATP, and CoA, respectively. BZL is most active in the pH range of 7.2-8.4, and its activity is strictly dependent on certain bivalent cations. BZL is an AMP-forming enzyme. Overall, its properties suggest that it is related to the family of CoA ligase enzymes that includes the plant enzyme 4-hydroxycinnamate:CoA ligase. Ó 2002 Elsevier Science (USA). All rights reserved.

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Section: Discussionmentioning

confidence: 99%

Purification and characterization of benzoate:coenzyme A ligase from Clarkia breweri

Beuerle

Pichersky

2002

Archives of Biochemistry and Biophysics

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“…Structures of the fifteen known diterpenoid alkaloids were identified by spectral data and compared the values with reported literatures as cammaconine (4), 19) acobretine C (5), 20) acobretine D (6), 21) aconorine (7), 22) scaconitine (8), 23) brochyponine A (9), 24) brevicanine (10), 25) N-deacetylscaconitine (11), 23) excelsine (12), 26) 8-O-acetylexcelsine (13), 27) kirisine A (14), 6) leucostonine (15), 28) neofinaconitine (16), 29) lepetine (17), 30) and lepenine (18) 31) (Fig. 1).…”

Section: Resultsmentioning

confidence: 60%

Three New C<sub>19</sub>-Diterpenoid Alkaloids from <i>Aconitum novoluridum</i>

Lü

et al. 2021

CHEMICAL & PHARMACEUTICAL BULLETIN

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Three new aconitine-type C 19 -diterpenoid alkaloid namely novolunines A (1), B (2), and C (3), along with fifteen known diterpenoid alkaloids were isolated from the roots of Aconitum novoluridum, whose phytochemical investigations have never been reported before. The structures of three new alkaloids were established on the basis of spectra data (high-resolution electrospray ionization (HR-ESI)-MS, IR, one dimensional (1D)-and 2D-NMR). Noteworthily, novolunines A (1) and B (2) are two diterpenoid alkaloids bearing conformational isomerism. In addition, the diterpenoid alkaloids 1-3 did not show any anti-acetylcholinesterase (AChE) or anti-inflammatory activities.

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“…2). Most of these compounds are ranaconitine-type C 18 -DAs, with the exception of giraldine I (21) from D. giraldii, 19 delphicrispuline (22) from D. crispulum, 20 and naviconine (23) from D. naviculare var. lasiocarpum, 21 which are lappaconitine-type compounds.…”

Section: -Diterpenoid Alkaloidsmentioning

confidence: 99%

“…25,26 Most of them contain a 10-OH substituent, and the exceptions are alkaloids 10-11 and 16. Three of the ranaconitine-type C 18 -DAs, namely, delboxine (18) from D. bonvalotii, 27 14-demethyltuguaconitine (19) from D. stapeliosum, 28 and tiantaishansine (20) from D. tiantaishanense, 29 contain a 3,4-epoxide unit. Giraldine I (21) was characterized by the lack of an oxygenated substituent at C-16.…”

Section: -Diterpenoid Alkaloidsmentioning

confidence: 99%